Title: Discover Top Hotels in Winchester, VA | 2026 Guide - Expedia.ca

[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6/shenandoah-valley-civil-war-museum-old-courthouse-loudoun-street-winchester-virginia.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Winchester, VA from CA $92

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Go beyond your typical stay in Winchester

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=SPA_ON_SITE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=PETS)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=HOT_TUB)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=CABIN)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=AGRITOURISM)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=COTTAGE)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America&regionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester hotels

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The George Washington Hotel, A Wyndham Grand Hotel

[](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

Old Town Winchester

9.4/10

Exceptional

(1007)

"Great hotel!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

CHARLES

CA $175

CA $199 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/b1a55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

Winchester

9.2/10

Wonderful

(2222)

"Clean, beautiful bedding Friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

CA $143

CA $156 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/c99442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TRU By Hilton Winchester

[](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

Winchester

9.0/10

Wonderful

(765)

"The hotel was clean and the staff was pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherri

CA $99

CA $107 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/fe05e412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

Winchester

8.6/10

Excellent

(1081)

"Good price, good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George

CA $94

CA $102 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Winchester Se-Historic Gateway by IHG

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

Winchester

9.0/10

Wonderful

(1001)

"Todo excelente "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Anner Javier

CA $97

CA $110 total

includes taxes & fees

Dec 24 - Dec 25

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/8897f4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3e194222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

Winchester

9.2/10

Wonderful

(1375)

"Excellent accommodations"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Loretta

CA $100

CA $108 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e90770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/cd85ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Winchester

[](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

Winchester

9.2/10

Wonderful

(1001)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaron

CA $105

CA $114 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/61e9f06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/69d352d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Winchester by IHG

[](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

Winchester

8.8/10

Excellent

(543)

"Very clean room, excellent staff!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $108

CA $118 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information)

![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Winchester

[](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

Winchester

9.4/10

Exceptional

(775)

"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yolanda

CA $148

CA $161 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Winchester

[](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information)

Winchester

9.0/10

Wonderful

(508)

"Great hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DONNA D

CA $132

CA $150 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/1687542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/9fc99c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spark by Hilton Winchester

[](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information)

Winchester

9.0/10

Wonderful

(1001)

"Great location close to restaurants "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SILVIA

CA $104

CA $118 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/91ceaee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Japanese garden](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/03cdb617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/39db0b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Winchester by IHG

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information)

Winchester

9.0/10

Wonderful

(798)

"Clean room, easy and quick check in."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacqueline

CA $144

CA $157 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/w4000h2662x0y0-b556d792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/27064e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/fb0da257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Winchester

[](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information)

Winchester

9.0/10

Wonderful

(797)

"Quick check in, clean room, friendly staff."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Darcy

CA $128

CA $140 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a37f73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/e46c3593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Winchester

[](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

Winchester

9.4/10

Exceptional

(1075)

"Very clean, helpful staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

CA $139

CA $151 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/769f9c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Winchester-University/Mall Area

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

Winchester

9.0/10

Wonderful

(1000)

"Staff, clean room, very comfortable bed!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terri

CA $137

CA $156 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/723a3b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/cab9baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Winchester

[](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information)

Winchester

9.0/10

Wonderful

(914)

"comfortable room, amenities and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Prashant

CA $148

CA $161 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/53b7b275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/c9f83fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/decc147c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/502f6bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Winchester near University

[](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information)

Winchester

7.8/10

Good

(1001)

"The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tyshia

CA $95

CA $103 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/5e25574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/cbff06a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/67cbe2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Winchester, VA

[](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

Winchester

8.8/10

Excellent

(1001)

"Have stayed here multiple times -always good"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $117

CA $127 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/dabc5e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/226ec321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/4596badc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/286743b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Winchester

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information)

Winchester

6.6/10

(481)

"Very comfortable stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose David

CA $93

CA $102 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information)

![Coffee service](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/7d3e25f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/7faefe8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/598f2666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Winchester, VA

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

Winchester

8.2/10

Very good

(1003)

"Very good and convenient budget motel in Winchester, happy to recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane

CA $94

CA $107 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&regionId=6056879&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d6056879.Travel-Guide-Hotels)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d6056879.Travel-Guide-Hotels)

## Where to stay in Winchester

Winchester, Virginia, offers a delightful blend of history and scenery, making it an ideal destination for outdoor enthusiasts and urban explorers alike. Stroll through the heart of downtown Winchester, where charming shops and friendly locals create a welcoming atmosphere. Nearby, you can discover family-friendly attractions and vibrant neighborhoods, all within walking distance. Immerse yourself in the region's rich heritage while enjoying breathtaking vistas and engaging adventures throughout the Winchester area.

- Old Town Winchester
- Winchester Historic District

![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6164092)

![Old Town Winchester map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_wcnFvob%7CMwb%40aMxGad%40bc%40pLeHpd%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=ljIi5EMaahlKlQ6KQ_BYkQvEIhQ=)

### Old Town Winchester

Nestled in the picturesque Shenandoah Valley, Old Town Winchester, Virginia, is a charming destination that offers a delightful blend of history and outdoor adventure. With peak visitor numbers during the summer months and in October, it attracts families and adventure seekers alike. Explore cultural gems like Shenandoah University and the Museum of the Shenandoah Valley, or let the kids enjoy the Shenandoah Valley Discovery Museum. Whether you're wandering historic streets or enjoying local festivities, Old Town Winchester promises an enriching and memorable experience for every traveller.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6164092)

![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=918789051029594112)

![Winchester Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ctdnFvsd%7CM%7DI_FCA%5BQeAo%40iAs%40L_%40DB%5E%7BAFDDQDUf%40NDUHBR%7D%40RFLo%40o%40Wc%40USGHeBDuADw%40HaChDM%40ETkCHcAeAG%7B%40Ew%40El%40mFFMFIFGJGHAJ%3FtA%5CRB%5CuC%5BGVwB_CaBaGgEiNmJ%3F%5B%7C%40iFi%40m%40Z%7DBDCHg%40Hq%40F_%40%40SDS%60%40LFi%40F_%40Da%40Fa%40XHR%5BHk%40Hg%40OEHg%40%3FGPgALy%40p%40R%3F_%40L%7B%40%5EJR%3Fd%40LDUBUBONDNDNDNDNDNDNDJBVHPFNBLBn%40PZYb%40L%40%3FRFTaBbAVLDJc%40%5CuBDUN%7B%40MIAAc%40KDUW%40SAK%3Fa%40G_%40KHa%40VcBFQLy%40l%40PRHPFRFCP%7EAd%40BSvA%60%40CRRFVFN%3FNDEZJBND%40%40AFJDbAXGXEXALn%40RpG%7DAf%40ICJk%40zDaFwACb%40Mx%40Kr%40ZJa%40nCd%40NbAX%5CmCTFRDhAXVmB%7C%40VFc%40v%40oFJK%60%40%3FVB%5CDb%40JnCx%40nDbAF_%40RsAT%7DA%7EBp%40hCjAh%40NlBv%40Kn%40_%40bCxA%60%40c%40lDYfBRj%40Kl%40E%5ELDEZ%3F%3FCXNDRFA%40XH%5C%3Fb%40LTFRFRFXHVRf%40NCTCLALCLCRId%40%5B%5EE%5CG%5CXJPDCPCLALCJADA%3FGASIMCGd%40Ib%40Kr%40O%60%40U%7EAHDTDRFEPCRE%5CAJERYIG%60%40Ij%40%5DXM%7C%40ZJG%5ETHABKp%40z%40V%40n%40LD%60%40LZJBM%60%40J%5EJQnAIb%40WlB%7D%40WA%3FECCNy%40Ui%40f%40%5BK%3FAOGMGA%3F%7B%40YEe%40MGq%40Q%3FABIc%40Mi%40O%5BAg%40O_%40KYIYIc%40R%5DKg%40QAJw%40WQw%40q%40Sg%40Oc%40Kc%40Ne%40O%3FDuAa%40%5D%40UIQGFe%40OE%3FBGCKAk%40QCAk%40Oi%40b%40QI%40CSEi%40ODUOES%7CAGFM%60%40QnAMEAJOp%40PFIn%40Id%40Ij%40If%40Ih%40If%40Ij%40Kh%40Gh%40If%40Kl%40Ih%40QG%3FA_ACMTWn%40Uh%40Gl%40Gn%40Id%40AH%3Fn%40%3Fv%40AXJDTx%40Yf%40p%40%5EjA%5EsE%7CY&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=DA_fdKQkDO_rSB3B7g9rdHINaU0=)

### Winchester Historic District

Discover the charm of Winchester Historic District, located in the scenic Shenandoah Valley of Virginia. This vibrant neighbourhood offers a rich tapestry of history and culture, perfect for outdoor enthusiasts and families alike. Visitors flock here from July to August and in October, drawn by attractions like the historic Shenandoah University and the Museum of the Shenandoah Valley, showcasing art and history. For families, the Shenandoah Valley Discovery Museum provides engaging, hands-on experiences for children. With its unique blend of adventure and heritage, Winchester Historic District promises an unforgettable getaway.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112)

## Winchester and related destinations

- Winchester
- Pueblo
- Staunton
- Florence
- Nyack

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre.

[See all hotels in Winchester](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&adults=2&regionId=6056879)

![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=900&h=566&p=1&q=high)

### Stay near popular Winchester attractions

Winchester, Virginia, is an excellent destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore historic houses and colleges, as well as enjoy leisurely activities by the lake. The area offers a rich cultural experience and family-friendly attractions, perfect for creating lasting memories during your vacation.

[](https://expedia.ca/Museum-Of-The-Shenandoah-Valley-Hotels.0-l6127313-0.Travel-Guide-Filter-Hotels)

![Museum of the Shenandoah Valley](https://mediaim.expedia.com/destination/2/00bcc1929a21a52154c279eaecdf93f9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Museum of the Shenandoah Valley

5/5(1 review)

Experience a captivating blend of art and culture at the Museum of the Shenandoah Valley, showcasing regional history and stunning landscapes in a serene setting.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6127313)

[](https://expedia.ca/Handley-Regional-Library-Hotels.0-l6164024-0.Travel-Guide-Filter-Hotels)

![Handley Regional Library](https://mediaim.expedia.com/destination/2/73997bc29c1a471c7123089852c4944b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Handley Regional Library

5/5(1 review)

Explore Handley Regional Library, a vibrant hub of family and culture, where you can immerse yourself in a welcoming atmosphere and discover a wealth of resources and activities.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6164024)

[](https://expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels)

#### Winchester Medical Center

Though Winchester Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here. 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6164057)

[](https://expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)

#### Shenandoah University

4/5(1 review)

Experience the rich culture and historic charm of Shenandoah University, where vibrant campus life and picturesque surroundings create a unique and engaging atmosphere for visitors.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6127311)

[](https://expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels)

#### Apple Blossom Mall

Apple Blossom Mall offers a vibrant shopping experience with family-friendly stores, entertainment options, and a mix of local and brand-name shops perfect for all ages.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6164018)

[](https://expedia.ca/Shenandoah-Valley-Discovery-Museum-Hotels.0-l553248621587527659-0.Travel-Guide-Filter-Hotels)

#### Shenandoah Valley Discovery Museum

Explore the interactive exhibits of Shenandoah Valley Discovery Museum, where families can enjoy engaging activities that celebrate the region's culture and foster a love for learning.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621587527659)

## More cheap stays in Winchester

![Baymont by Wyndham Warrenton](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA

CA $85

CA $92 total

Jan 1 - Jan 2, 2026

includes taxes & fees

6.2/10 (1,000 reviews)

[](https://expedia.ca/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information)

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

CA $94

CA $102 total

Jan 11 - Jan 12, 2026

includes taxes & fees

8.4/10 Very Good! (1,078 reviews)

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

CA $100

CA $108 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9/10 Wonderful! (1,374 reviews)

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

CA $99

CA $110 total

Dec 25 - Dec 26

includes taxes & fees

8.2/10 Very Good! (1,007 reviews)

[](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

CA $115

CA $130 total

Dec 17 - Dec 18

includes taxes & fees

8.4/10 Very Good! (997 reviews)

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

CA $139

CA $151 total

Jan 11 - Jan 12, 2026

includes taxes & fees

9.4/10 Exceptional! (1,072 reviews)

[](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

## Hotels in Winchester with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Winchester-Hotels.s50-0-d6056879.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

17 properties

[](https://expedia.ca/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

249 properties

[](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d6056879.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

298 properties

[](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d6056879.Travel-Guide-Filter-Hotels)

## Find out more about Winchester

### Top reasons to visit Winchester

- **Outdoor Adventures:**  Winchester offers stunning scenery and recreational areas, perfect for nature lovers and adventure seekers.
- **Rich Historical Heritage:**  Explore historic houses and sites to immerse yourself in Winchester's fascinating past.
- **Charming Downtown:**  Stroll through the vibrant downtown filled with unique shops and family-friendly attractions.
- **Variety of Accommodations:**  From pet-friendly hotels to business-themed lodgings, there's something for every traveller.
- **Scenic Lakes:**  Enjoy the beautiful local lakes, ideal for relaxing and outdoor activities.

### Find great hotels in Winchester

Winchester, Virginia offers a diverse selection of accommodations, catering to various preferences and needs. From pet-friendly options to business-themed hotels and LGBTQIA welcoming stays, you'll find the perfect fit for your vacation. Explore comfortable suites and star-rated hotels that provide a memorable experience in this charming town, ensuring a delightful retreat for all travellers.

- **[Travelodge by Wyndham Winchester: ](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)** Nestled in the heart of Winchester, Travelodge by Wyndham offers a welcoming atmosphere for those travelling with pets. This motel-style lodging prioritizes comfort and convenience, making it an ideal choice for pet owners. With amenities such as pet-friendly rooms, you can enjoy your stay without leaving your furry friends behind. The property’s emphasis on a casual, laid-back experience makes it perfect for travellers seeking a relaxed getaway.
- **[La Quinta Inn & Suites by Wyndham Winchester: ](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)** La Quinta Inn & Suites combines business and leisure in a vibrant setting. This hotel is particularly welcoming to the LGBTQIA community and provides a range of business amenities, including multiple meeting rooms and an accessible business centre. Ideal for both professionals and leisure travellers, it allows pets and offers comfortable rooms that cater to everyone. Enjoy a stay that prioritizes inclusivity and convenience, perfect for those looking to blend work with relaxation.
- **Red Roof Inn Winchester, VA:**  Red Roof Inn is a family-friendly hotel that welcomes both children and pets, making it a great choice for families travelling together. The property prides itself on being LGBTQIA welcoming and ensuring a comfortable stay for all guests. With amenities designed for children, including free cribs, families can rest easy knowing their needs are catered to. With pet-friendly policies and a relaxed atmosphere, this hotel ensures everyone feels at home during their stay.

### Things to do in and around Winchester

Winchester, Virginia, is perfect for outdoor enthusiasts and adventure seekers, boasting stunning scenery and recreational areas. Visitors can explore top attractions, enjoy shopping centres, and experience the vibrant nightlife. Whether you're skiing or engaging in educational activities, Winchester offers a variety of experiences that cater to all interests, making it an ideal vacation destination for Canadian tourists.

**Shopping**

In Winchester, you can shop at [Apple Blossom Mall](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels) for a variety of stores and entertainment. [Nalls Farm Market](https://www.expedia.ca/Nalls-Farm-Market-Hotels.0-l553248621532661846-0.Travel-Guide-Filter-Hotels) offers local goods, while Apple Valley Square Shopping Center has a great selection of shops. If you're up for a drive, explore nearby towns for unique boutiques and gifts.

**Recreation**

Enjoy a round of golf at [Rock Harbor Golf Course](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels), surrounded by beautiful landscapes and a vibrant outdoor atmosphere. For relaxation, visit [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Hotels.0-l6164028-0.Travel-Guide-Filter-Hotels), where you can unwind amidst nature. Alternatively, head to [Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Hotels.0-l553248621587477489-0.Travel-Guide-Filter-Hotels) for a variety of wellness activities, just 9.7km from Winchester.

**Adventure**

At [Summit Point Motorsports Park](https://www.expedia.ca/Summit-Point-Motorsports-Park-Hotels.0-l6164103-0.Travel-Guide-Filter-Hotels), experience the thrill of motor racing in a vibrant atmosphere, located 17.7km from Winchester. [Watermelon Park Campground](https://www.expedia.ca/Watermelon-Park-Campground-Hotels.0-l553248621532661928-0.Travel-Guide-Filter-Hotels) offers a family-friendly outdoor adventure, situated 20.9km away. For a scenic hike, [Tuckers Lane Trailhead](https://www.expedia.ca/Tuckers-Lane-Trailhead-Hotels.0-l553248633992585760-0.Travel-Guide-Filter-Hotels) awaits, 32.2km from the city, perfect for nature lovers.

**Nightlife**

Winchester’s nightlife offers a variety of experiences. Enjoy a show at [Bright Box Theater](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) or the [Winchester Little Theater](https://www.expedia.ca/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels), both exuding culture and romance. For a unique twist, venture 33.8km to the [Morgan County Observatory](https://www.expedia.ca/Morgan-County-Observatory-Hotels.0-l553248621558141373-0.Travel-Guide-Filter-Hotels) for a night of stargazing and entertainment vibes.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Winchester

Winchester, Virginia, offers numerous ways to save during your visit. Enjoy free attractions like Shenandoah University and Mackintosh Fruit Farm, and consider walking or biking to explore the city. The best time to visit is from January to March when accommodation prices drop, with Tuesdays being the least expensive days to stay. Use Expedia to find budget-friendly hotels and combine your flight and hotel for added savings. Look for eco-certified options to support sustainability while securing great deals and unlocking travel rewards for future trips.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Winchester are January to March, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay in Winchester is Tuesday. The most expensive day to stay in Winchester is Saturday.
- **Find cheap hotels on Expedia:**  Expedia’s search tool empowers you to set your budget, choose your desired location, and more. You can arrange your search results from lowest to highest price, making it easy to find the most affordable accommodations first. Additionally, you have the option to refine your choices by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
- **Consider bundling your trip:**  You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

### Find the best attractions in Winchester

Winchester, Virginia, offers a delightful blend of outdoor adventures and rich cultural experiences. Visitors can explore historic houses and sites, enjoy the scenic beauty of local lakes, and immerse themselves in the region's history. Whether you're seeking exciting family activities or a deeper understanding of Winchester's heritage, there's something for everyone in this charming city.

- **[Shenandoah University: ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)** Immerse yourself in the vibrant culture of Shenandoah University, a historic institution in Winchester. Explore its beautiful campus, featuring historic architecture and a lively student atmosphere that reflects the region's rich educational heritage.
- **[Museum of the Shenandoah Valley: ](https://www.expedia.ca/Museum-Of-The-Shenandoah-Valley-Hotels.0-l6127313-0.Travel-Guide-Filter-Hotels)** Discover the Museum of the Shenandoah Valley, an art museum that showcases the region's history and artistic talent. With diverse exhibits, gardens, and stunning collections, it's a perfect spot for art lovers and history buffs alike.
- **[Shenandoah Valley Discovery Museum: ](https://www.expedia.ca/Shenandoah-Valley-Discovery-Museum-Hotels.0-l553248621587527659-0.Travel-Guide-Filter-Hotels)** A family-friendly destination, the Shenandoah Valley Discovery Museum offers interactive exhibits and engaging activities for children. It's an educational haven where families can learn about the valley's ecology and history in a fun, hands-on way.

### Best time to go to Winchester

The best time to visit Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 31.3°F (-0.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| February                                                                                                         | 34.7°F (1.5°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| March                                                                                                            | 42.3°F (5.7°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| April                                                                                                            | 52.9°F (11.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| May                                                                                                              | 62.4°F (16.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| June                                                                                                             | 70.9°F (21.6°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| July                                                                                                             | 75.9°F (24.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| August                                                                                                           | 73.8°F (23.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| September                                                                                                        | 66.9°F (19.4°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| October                                                                                                          | 55.8°F (13.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| November                                                                                                         | 43.5°F (6.4°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| December                                                                                                         | 36.7°F (2.6°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |

### The nearest major airports for your trip to Winchester

When visiting Winchester, Virginia, you have a few airport options to consider. Washington Dulles International Airport ([IAD](https://www.expedia.ca/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels)) is 67.6km away and offers several nearby accommodations, such as the 4-star [Hyatt Regency Dulles](https://www.expedia.ca/Herndon-Hotels-Hyatt-Regency-Dulles.h150.Hotel-Information), just one mile from the airport, and the [Hilton Washington Dulles Airport](https://www.expedia.ca/Herndon-Hotels-Hilton-Washington-Dulles-Airport.h27218.Hotel-Information), two miles away. Hagerstown Regional Airport ([HGR](https://www.expedia.ca/Hagerstown-Regional-Airport-Hotels.0-aHGR-0.Travel-Guide-Filter-Hotels)) is 69.2km from Winchester, with options like the Mercersburg Inn, 19.3km away, and Springhill Suites by Marriott, six miles away. Lastly, Eastern West Virginia Regional Airport (MRB) is only 29.0km from Winchester, featuring hotels like the [Hillbrook Inn](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information), 17.7km away, and Home2 Suites by Hilton, three miles away.

## Recent reviews of Winchester hotels

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg)

### Country Inn & Suites by Radisson, Winchester, VA

5/5 Excellent

"Room was large, very clean and very comfortable."

A verified traveller stayed at Country Inn & Suites by Radisson, Winchester, VA

Posted 3 days ago

[](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg)

### Travelodge by Wyndham Winchester

5/5 Excellent

"Room clean, heater works great parking "

A verified traveller stayed at Travelodge by Wyndham Winchester

Posted 4 days ago

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg)

### Microtel Inn & Suites by Wyndham Winchester

5/5 Excellent

"Front desk staff was sweet. Checking out was a breeze. Room was great. Great Oishi restaurant, basically in the parking lot ! Would definitely stay here again "

A verified traveller stayed at Microtel Inn & Suites by Wyndham Winchester

Posted 4 days ago

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg)

### Quality Inn Winchester

5/5 Excellent

"Everything was great, including breakfast "

A verified traveller stayed at Quality Inn Winchester

Posted 5 days ago

[](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg)

### Hampton Inn Martinsburg

5/5 Excellent

"Front desk was very considerate and friendly. Hotel was very clean. "

A verified traveller stayed at Hampton Inn Martinsburg

Posted 5 days ago

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![Hampton Inn Winchester N/Conference Center, VA](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/cba33bb0_y.jpg)

### Hampton Inn Winchester N/Conference Center, VA

5/5 Excellent

"Super friendly reception and perfectly clean room. "

A verified traveller stayed at Hampton Inn Winchester N/Conference Center, VA

Posted 5 days ago

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information)

![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg)

### Holiday Inn Winchester Se-Historic Gateway by IHG

5/5 Excellent

"Staff is fantastic and breakfast is always great. "

A verified traveller stayed at Holiday Inn Winchester Se-Historic Gateway by IHG

Posted 5 days ago

[](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information)

![Holiday Inn Express Hotel & Suites Winchester by IHG](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92_y.jpg)

### Holiday Inn Express Hotel & Suites Winchester by IHG

5/5 Excellent

"Clean room, easy and quick check in."

A verified traveller stayed at Holiday Inn Express Hotel & Suites Winchester by IHG

Posted 5 days ago

[](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information)

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg)

### Comfort Inn & Suites Winchester

5/5 Excellent

"Nice facility right off the highway. Clean, comfortable and large room. Staff were very nice. Easy parking. Next door to movies. "

A verified traveller stayed at Comfort Inn & Suites Winchester

Posted 5 days ago

[](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

## Frequently asked questions

### What is the best area to stay in Winchester?

> This area is the heart of Winchester, known for its brick-paved pedestrian mall lined with independent shops, restaurants, and historic buildings. It's very walkable and offers a charming experience with plenty to see and do right outside your door. You'll find landmarks like the Handley Regional Library and the Old Court House Civil War Museum within easy reach.
> 
>   
> For couples looking for a relaxed getaway, Old Town is an excellent choice. You can enjoy strolls along the mall, dine at local eateries, and explore the area's rich history, including George Washington's Office Museum. Many boutique hotels are housed in renovated historic buildings, adding to the romantic feel.
> 
>   
> Families will also find Old Town convenient. The pedestrianised streets mean you can explore without worrying about traffic, and there are several family-friendly restaurants and shops.

### What are the best hotels in Winchester that travellers recommend?

> The 3-star Hilton Garden Inn Winchester, with a 9.0 rating, offers a restaurant called GardenView and suites. Guests can enjoy the indoor pool and rooms featuring designer toiletries and premium bedding. The hotel is conveniently located near Jim Barnett Park and the Shenandoah Valley Discovery Museum.
> 
>   
> The Hampton Inn Winchester N/Conference Center, VA, rated 9.2, provides rooms with deep soaking bathtubs and premium bedding. Guests can also enjoy free breakfast, including a buffet. It is situated close to Apple Valley Square Shopping Centre, Nalls Farm Market, and Friendship Park.
> 
>   
> Another top option is the 3-star La Quinta Inn & Suites by Wyndham Winchester, which has a 9.2 rating. This hotel is located within a shopping district and offers rooms with designer toiletries, Egyptian cotton sheets, and premium bedding. A free buffet breakfast is also included. Jim Barnett Park is nearby.
> 
>   
> The 3.5-star The George Washington Hotel, A Wyndham Grand Hotel, boasts a high rating of 9.4\. It features valet parking, premium bedding, an indoor pool, and a 24-hour accessible fitness centre. It is located near Bright Box Theater.
> 
>   
> Finally, the Hampton Inn Winchester-University/Mall Area, rated 9.0, offers air conditioning and climate control. Guests can expect designer toiletries, roll-in showers, and a continental or buffet breakfast, all free of charge. The hotel is close to Jim Barnett Park and the Shenandoah Valley Discovery Museum.

### What are the best family hotels in Winchester?

> The Microtel Inn & Suites by Wyndham Winchester, with a high rating of 9.2, offers comfortable and clean rooms, with guests often praising the friendly staff and good free breakfast. It provides a pool, and free cribs and rollaway beds, with connecting rooms available for larger families.
> 
>   
> Another excellent option is the Hampton Inn Winchester-University/Mall Area, rated 9.0\. This hotel is praised for its amazing and friendly staff, clean rooms, and great breakfast. It offers connecting rooms, sofa beds, and free cribs, along with a pool and free WiFi. It is conveniently located near Jim Barnett Park (1.3 km) and the Shenandoah Valley Discovery Museum (1.9 km).
> 
>   
> The 3-star Hilton Garden Inn Winchester, with a 9.0 rating, is also a fantastic choice. Guests frequently praise its great location, nice big rooms, excellent breakfast, and friendly staff. It provides kids' meals, a pool, sofa beds, and suites, along with free WiFi and free self-parking. It is also close to Jim Barnett Park (1.6 km) and the Shenandoah Valley Discovery Museum (1.8 km). Find more [child-friendly accommodations in Winchester](https://www.expedia.ca/Winchester-Hotels-Family-Hotel.0-0-d6056879-tFamilyHotel.Travel-Guide-Filter-Hotels)

### What are the best spa hotels in Winchester?

> This 3.5-star hotel, with an impressive rating of 9.4, offers a full-service spa that guests can enjoy daily, including massage services. Guests consistently highlight the comfortable and clean rooms, as well as the friendly and helpful staff. The hotel also provides free internet and free WiFi, along with complimentary toiletries and free cribs, making it suitable for a variety of travellers. Its convenient location and free, easy parking are frequently praised. See all [spa hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Spa-Hotel.0-0-d6056879-tSpaHotel.Travel-Guide-Filter-Hotels)

### What hotels in Winchester offer free breakfast?

> The Comfort Inn & Suites Winchester has an excellent 9.4 rating. Guests frequently mention the comfortable and clean rooms, as well as the excellent and friendly staff. The free breakfast is often described as good, and the location is considered convenient.
> 
>   
> Another highly-rated option is the SpringHill Suites by Marriott Winchester, also with a 9.4 rating. This hotel is praised for its comfortable and great rooms, friendly staff, and an excellent free breakfast. Guests also appreciate the clean and warm pool.
> 
>   
> The 3-star La Quinta Inn & Suites by Wyndham Winchester, rated 9.2, offers a free buffet breakfast. It is conveniently located just 1.0 km from Apple Blossom Mall and 1.2 km from Abram's Delight. Guests often comment on the nice and clean rooms, as well as the friendly and helpful staff.
> 
>   
> The Microtel Inn & Suites by Wyndham Winchester, with a 9.2 rating, provides a complimentary continental breakfast. Travellers frequently highlight the comfortable and clean rooms, friendly staff, and the good free breakfast.
> 
>   
> Finally, the Quality Inn Winchester, also rated 9.2, includes a free continental breakfast. Guests consistently praise the comfortable and clean rooms, excellent and friendly staff, and the super comfortable beds. Find more [hotels with free breakfast in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Free-Breakfast.0-0-d6056879-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)

### What are the top pet-friendly hotels in Winchester?

> The Hampton Inn Winchester-University/Mall Area, with an excellent 9.0 rating, is highly regarded by guests. It offers the convenience of free breakfast, free WiFi, and free parking, including options for extended duration and RV/bus/truck parking. They provide food and water bowls for your pets, and guests frequently praise the friendly and amazing staff, as well as the clean rooms. Jim Barnett Park is just 1.3 km away, and the Shenandoah Valley Discovery Museum is 1.9 km away.
> 
>   
> Another great option is the 3-star Country Inn & Suites by Radisson, Winchester, VA, which has a strong 8.8 rating. Guests consistently praise the comfortable and clean rooms, the great breakfast, and the excellent and friendly staff. They also provide food and water bowls for pets.
> 
>   
> The Candlewood Suites Winchester by IHG, also with a high 8.8 rating, is another excellent choice for pet owners. They offer food and water bowls for pets, and guests frequently highlight the comfortable and clean rooms, excellent and professional staff, and the helpful front desk. Guests also appreciate the free laundry facilities and the spacious suites. Jim Barnett Park is conveniently located just 1.8 km from the hotel. See more [pet-friendly hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Pet-Friendly-Hotel.0-0-d6056879-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

### What are the top boutique hotels in Winchester?

> This hotel, with a 9.0 rating, offers comfortable and clean rooms, as frequently mentioned by guests. The staff are consistently described as friendly and great, contributing to a pleasant stay. Guests also appreciate the great complimentary breakfast and the clean, lovely amenities. Free wired internet in public areas, free toiletries, and free parking for RVs, buses, and trucks are also available, alongside free WiFi. See all [boutique hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Boutique-Hotel.0-0-d6056879-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

### What are the best budget hotels in Winchester?

> The Hampton Inn Winchester-University/Mall Area, rated 9.0, offers complimentary wired and wireless internet, free breakfast, and free parking, including extended duration and RV/bus/truck parking. Guests frequently praise the friendly and amazing staff, clean rooms, and great breakfast. It is conveniently located near Apple Blossom Mall, just 0.6 km away, and Abram's Delight, 0.4 km away.
> 
>   
> The 3-star Country Inn & Suites by Radisson, Winchester, VA, with an 8.8 rating, provides free breakfast, free self-parking, and free Wi-Fi. Guests consistently praise the comfortable and clean rooms, excellent and friendly staff, and the great location.
> 
>   
> Another excellent option is the Microtel Inn & Suites by Wyndham Winchester, which has a high rating of 9.2\. This hotel offers complimentary continental breakfast, free wired internet in public areas, and free self-parking. Travellers often highlight the comfortable and clean rooms, friendly and great staff, and the good, free breakfast.
> 
>   
> The Sleep Inn & Suites Winchester near University, rated 7.8, offers complimentary full breakfast, free Wi-Fi, and free self-parking. Guests appreciate the nice and clean rooms, excellent breakfast, friendly staff, and the quiet location. It is also close to Apple Blossom Mall, 0.6 km away, and Jim Barnett Park, 2.0 km away.
> 
>   
> Finally, the Quality Inn Winchester, with a 9.2 rating, provides complimentary continental breakfast, free wired internet in public areas, and free self-parking. Reviewers often mention the comfortable and clean rooms, excellent and friendly staff, and the comfy beds. View all [budget hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Cheap-Hotels.0-0-d6056879-tCheapHotels.Travel-Guide-Filter-Hotels)

### What are the most romantic hotels in Winchester for couples?

> The 3-star Spark by Hilton Winchester, with an excellent rating of 9.0, is frequently praised by guests for its friendly and amazing staff, as well as its nice and clean rooms. A private hot tub is a particularly lovely amenity for couples. Guests also enjoy the fantastic and good breakfast options. The hotel's location is considered great, and the beds are described as comfy, ensuring a comfortable stay. It's also conveniently located near Abram's Delight and Abrams Creek Wetlands Preserve.
> 
>   
> Another option for a romantic getaway is the Sleep Inn & Suites Winchester near University, which has a rating of 7.8\. This hotel offers both private and indoor private hot tubs, superb for unwinding together. Guests often comment on the nice and clean rooms, excellent and good breakfast, and the friendly staff. Its quiet location and easy parking are also appreciated. See all [romantic hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Romantic-Hotel.0-0-d6056879-tRomanticHotel.Travel-Guide-Filter-Hotels)

### When is the best time to go to Winchester?

> Spring, particularly April and May, is a lovely time to visit. The weather is generally mild and pleasant, with average temperatures ranging from 10°C to 20°C. This season is well-known for the blooming of dogwood trees and the annual Shenandoah Apple Blossom Festival, which usually takes place in late April or early May. The festival brings parades, concerts, and various events, making it a lively time to experience the city. For those who enjoy outdoor activities, the trails around Jim Barnett Park or the walking paths along the Old Town Walking Mall are particularly enjoyable in the spring air.
> 
>   
> Autumn, from September to October, also offers excellent conditions with comfortable temperatures and beautiful fall foliage. Average temperatures during these months are similar to spring, ranging from 10°C to 20°C. The surrounding Shenandoah Valley is famous for its vibrant autumn colours, making it a picturesque time for scenic drives or exploring the local orchards. Couples often find this season particularly romantic for strolls through the historic Old Town or wine tasting at nearby vineyards.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Winchester hotel booking with Expedia?

### How much is the nightly rate at a Winchester hotel?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- More ways to book

- [3 Star Hotels in Old Town Winchester ](https://www.expedia.ca/3Star-Old-Town-Winchester-Winchester-Hotels.s30-n6164092-0.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Stephens City ](https://www.expedia.ca/4Star-Stephens-City-Hotels.s40-0-d12076.Travel-Guide-Filter-Hotels)
- [Hotels near Apple Blossom Mall ](https://www.expedia.ca/Apple-Blossom-Mall-Hotels.0-l6164018-0.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Berryville ](https://www.expedia.ca/Berryville-Hotels-Historic-Hotel.0-0-d184082-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Berryville ](https://www.expedia.ca/Berryville-Hotels-Luxury-Hotel.0-0-d184082-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Berryville Hotels ](https://www.expedia.ca/Berryville-Hotels.d184082.Travel-Guide-Hotels)
- [Inns in Berryville ](https://www.expedia.ca/Berryville-Inns.d184082-aaInns.Travel-Guide-Accommodation)
- [Hotels near Blue Ridge Shadows Golf Club ](https://www.expedia.ca/Blue-Ridge-Shadows-Golf-Club-Hotels.0-l553248621532661832-0.Travel-Guide-Filter-Hotels)
- [Apartments in Boyce ](https://www.expedia.ca/Boyce-Apartments.d184084-aaApartments.Travel-Guide-Accommodation)
- [B&B in Boyce ](https://www.expedia.ca/Boyce-Bed-And-Breakfast.d184084-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Boutique Hotels in Boyce ](https://www.expedia.ca/Boyce-Hotels-Boutique-Hotel.0-0-d184084-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Boyce Hotels ](https://www.expedia.ca/Boyce-Hotels.d184084.Travel-Guide-Hotels)
- [Motels in Boyce ](https://www.expedia.ca/Boyce-Motels.d184084-aaMotels.Travel-Guide-Accommodation)
- [Hotels near Bright Box Theater ](https://www.expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels)
- [Motels in Brucetown ](https://www.expedia.ca/Brucetown-Motels.d3000355042-aaMotels.Travel-Guide-Accommodation)
- [Cheap Hotels in Clear Brook ](https://www.expedia.ca/Clear-Brook-Hotels-Cheap-Hotels.0-0-d553248635975870250-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Clear Brook Hotels ](https://www.expedia.ca/Clear-Brook-Hotels.d553248635975870250.Travel-Guide-Hotels)
- [B&B in College Park ](https://www.expedia.ca/College-Park-Bed-And-Breakfast.d553248635975870482-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Vacation Homes in College Park ](https://www.expedia.ca/College-Park-Private-Vacation-Homes.d553248635975870482-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cross Junction Hotels ](https://www.expedia.ca/Cross-Junction-Hotels.d553248635975978078.Travel-Guide-Hotels)
- [Hotels near Dinosaur Land ](https://www.expedia.ca/Dinosaur-Land-Hotels.0-l553248621532661835-0.Travel-Guide-Filter-Hotels)
- [B&B in Frederick County ](https://www.expedia.ca/Frederick-County-Bed-And-Breakfast.d553248635976431672-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cottages in Frederick County ](https://www.expedia.ca/Frederick-County-Cottages.d553248635976431672-aaCottages.Travel-Guide-Accommodation)
- [Gainesboro Hotels ](https://www.expedia.ca/Gainesboro-Hotels.d553248635976006643.Travel-Guide-Hotels)
- [Hotels near George Washington's Office ](https://www.expedia.ca/George-Washingtons-Office-Hotels.0-l6164042-0.Travel-Guide-Filter-Hotels)
- [B&B in Gore ](https://www.expedia.ca/Gore-Bed-And-Breakfast.d3000460015-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Gore ](https://www.expedia.ca/Gore-Chalets.d3000460015-aaChalets.Travel-Guide-Accommodation)
- [Gore Hotels ](https://www.expedia.ca/Gore-Hotels.d3000460015.Travel-Guide-Hotels)
- [Inns in Gore ](https://www.expedia.ca/Gore-Inns.d3000460015-aaInns.Travel-Guide-Accommodation)
- [Lodges in Gore ](https://www.expedia.ca/Gore-Lodges.d3000460015-aaLodges.Travel-Guide-Accommodation)
- [B&B in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Bed-And-Breakfast.d553248635975872368-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cottages in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Cottages.d553248635975872368-aaCottages.Travel-Guide-Accommodation)
- [Villas in Jordan Springs ](https://www.expedia.ca/Jordan-Springs-Villas.d553248635975872368-aaVillas.Travel-Guide-Accommodation)
- [Luxury Hotels in Kernstown ](https://www.expedia.ca/Kernstown-Hotels-Luxury-Hotel.0-0-d553248635975850140-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Kernstown Hotels ](https://www.expedia.ca/Kernstown-Hotels.d553248635975850140.Travel-Guide-Hotels)
- [Middletown Hotels ](https://www.expedia.ca/Middletown-Hotels.d12013.Travel-Guide-Hotels)
- [Apartments in Millwood ](https://www.expedia.ca/Millwood-Apartments.d3000460156-aaApartments.Travel-Guide-Accommodation)
- [B&B in Millwood ](https://www.expedia.ca/Millwood-Bed-And-Breakfast.d3000460156-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Millwood ](https://www.expedia.ca/Millwood-Guest-Houses.d3000460156-aaGuestHouses.Travel-Guide-Accommodation)
- [Millwood Hotels ](https://www.expedia.ca/Millwood-Hotels.d3000460156.Travel-Guide-Hotels)
- [Lodges in Millwood ](https://www.expedia.ca/Millwood-Lodges.d3000460156-aaLodges.Travel-Guide-Accommodation)
- [Townhomes in Millwood ](https://www.expedia.ca/Millwood-Townhomes.d3000460156-aaTownhomes.Travel-Guide-Accommodation)
- [Villas in Millwood ](https://www.expedia.ca/Millwood-Villas.d3000460156-aaVillas.Travel-Guide-Accommodation)
- [Hotels near Mt Hebron Cemetery ](https://www.expedia.ca/Mt-Hebron-Cemetery-Hotels.0-l553248621532661845-0.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Boutique-Hotel.0-n6164092-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Cheap-Hotels.0-n6164092-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Historic-Hotel.0-n6164092-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Balconies.0-n6164092-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Free-Breakfast.0-n6164092-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
- [Hotels with Free Parking in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Free-Parking.0-n6164092-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Hotels with smoking rooms in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Smoking-Rooms.0-n6164092-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Luxury-Hotel.0-n6164092-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Pet-Friendly-Hotel.0-n6164092-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Old Town Winchester ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels-Spa-Hotel.0-n6164092-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Old Town Winchester Hotels ](https://www.expedia.ca/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels)
- [Paris Hotels ](https://www.expedia.ca/Paris-Hotels.d6050691.Travel-Guide-Hotels)
- [Hotels near Patsy Cline Historic House ](https://www.expedia.ca/Patsy-Cline-Historic-House-Hotels.0-l553248621532661841-0.Travel-Guide-Filter-Hotels)
- [Riverton Hotels ](https://www.expedia.ca/Riverton-Hotels.d553248635975849884.Travel-Guide-Hotels)
- [Hotels near Rock Harbor Golf Course ](https://www.expedia.ca/Rock-Harbor-Golf-Course-Hotels.0-l553248621561864838-0.Travel-Guide-Filter-Hotels)
- [Cottages in Shawnee Land ](https://www.expedia.ca/Shawnee-Land-Cottages.d553248635975849755-aaCottages.Travel-Guide-Accommodation)
- [Hotels near Shenandoah River ](https://www.expedia.ca/Shenandoah-River-Hotels.0-l681974697590321152-0.Travel-Guide-Filter-Hotels)
- [Hotels near Shenandoah University ](https://www.expedia.ca/Shenandoah-University-Hotels.0-l6127311-0.Travel-Guide-Filter-Hotels)
- [Hotels near State Arboretum of Virginia ](https://www.expedia.ca/State-Arboretum-Of-Virginia-Hotels.0-l6164038-0.Travel-Guide-Filter-Hotels)
- [B&B in Stephens City ](https://www.expedia.ca/Stephens-City-Bed-And-Breakfast.d12076-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels & Resorts for Couples in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Couples-Resorts-Hotels.0-0-d12076-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
- [Historic Hotels in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Historic-Hotel.0-0-d12076-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Stephens City ](https://www.expedia.ca/Stephens-City-Hotels-Pet-Friendly-Hotel.0-0-d12076-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Stephens City Hotels ](https://www.expedia.ca/Stephens-City-Hotels.d12076.Travel-Guide-Hotels)
- [Strasburg Hotels ](https://www.expedia.ca/Strasburg-Hotels.d55195.Travel-Guide-Hotels)
- [Hotels near Valerie Hill Winery ](https://www.expedia.ca/Valerie-Hill-Winery-Hotels.0-l553248621532661834-0.Travel-Guide-Filter-Hotels)
- [Hotels near Watermelon Park Campground ](https://www.expedia.ca/Watermelon-Park-Campground-Hotels.0-l553248621532661928-0.Travel-Guide-Filter-Hotels)
- [Honeymoon Resorts and in White Post ](https://www.expedia.ca/White-Post-Hotels-Honeymoon-Hotels.0-0-d184119-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
- [White Post Hotels ](https://www.expedia.ca/White-Post-Hotels.d184119.Travel-Guide-Hotels)
- [Hotels near Winchester-Frederick County Convention & Visitors Bureau ](https://www.expedia.ca/Winchester-Frederick-County-Convention-Visitors-Bureau-Hotels.0-l553248621561864842-0.Travel-Guide-Filter-Hotels)
- [Hotels with Bar in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Hotels-With-Bar.0-n918789051029594112-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Pet-Friendly-Hotel.0-n918789051029594112-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Winchester Historic District ](https://www.expedia.ca/Winchester-Historic-District-Winchester-Hotels-Spa-Hotel.0-n918789051029594112-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Winchester Medical Center ](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels)

- [Flights to Boyce ](https://www.expedia.ca/Cheap-Flights-To-Boyce.d184084.Travel-Guide-Flights)
- [Flights to Millwood ](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights)
- [Flights from Winchester Regional ](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport)
- [Flights from Gore ](https://www.expedia.ca/lp/flights/3000460015/flights-from-gore)
- [Flights from Clear Brook ](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook)
- [Flights from Blacksburg (BCB) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester)
- [Flights from Hartford (BDL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester)
- [Flights from Baltimore (BWI) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester)
- [Flights from Denver (DEN) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester)
- [Flights from Dallas (DFW) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/dfw/wgo/dallas-to-winchester)
- [Flights from El Paso (ELP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/elp/wgo/el-paso-to-winchester)
- [Flights from Fort Lauderdale (FLL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/fll/wgo/fort-lauderdale-to-winchester)
- [Flights from Greenville (GSP) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/gsp/wgo/greenville-to-winchester)
- [Flights from Jacksonville (JAX) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/jax/wgo/jacksonville-to-winchester)
- [Flights from Melbourne (MEL) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/mel/wgo/melbourne-to-winchester)
- [Flights from Sarasota (SRQ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/srq/wgo/sarasota-to-winchester)
- [Flights from Syracuse (SYR) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/syr/wgo/syracuse-to-winchester)
- [Flights from Calgary (YYC) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyc/wgo/calgary-to-winchester)
- [Flights from Toronto (YYZ) to Winchester (WGO) ](https://www.expedia.ca/lp/flights/yyz/wgo/toronto-to-winchester)

- [Appleland Sports Center ](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction)
- [Jim Barnett Park ](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction)
- [Visit Millwood ](https://www.expedia.ca/Millwood.dx3000460156)

- [Book Hotels in Winchester on Expedia.com ](https://www.expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app