Title: Book The Best Hotels in Winchester, VA for 2025 from CA $100 - Competitive Prices - 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.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Winchester, VA from CA $100

![](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

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&amenities=PETS)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&amenities=SPA_ON_SITE)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&lodging=CABIN)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&amenities=HOT_TUB)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&amenities=POOL)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&travelerType=family_friendly)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&lodging=AGRITOURISM)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&lodging=COTTAGE)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&lodging=APARTMENT)

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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&amenities=WATER_PARK)

Chalet

[](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=2025-11-13&d1=2025-11-13&endDate=2025-11-15&d2=2025-11-15&lodging=CHALET)

## Check prices for these dates

Tonight

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 2,034 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![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)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.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)

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

Old Town Winchester

9.4/10

Exceptional

(1005)

"Very nice hotel "

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

Paul

CA $177

CA $200 total

includes taxes & fees

Nov 6 - Nov 7

[](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)

![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)

![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.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

Winchester

9.2/10

Wonderful

(2189)

"Great hotel"

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

David

CA $143

CA $156 total

includes taxes & fees

Nov 2 - Nov 3

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

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/1e2a7464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/d7931645.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/1000000/10000/9600/9600/28616e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/65ba6c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Winchester

Winchester

8.6/10

Excellent

(1116)

"It's been a great stay so far"

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

Sabrina

CA $96

CA $105 total

includes taxes & fees

Nov 2 - Nov 3

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

![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.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)

### TRU By Hilton Winchester

Winchester

9.0/10

Wonderful

(737)

"Friendly staff, convenient location "

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

Dahai

CA $123

CA $134 total

includes taxes & fees

Nov 26 - Nov 27

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

![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)

![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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Winchester

9.0/10

Wonderful

(1000)

"Great stay value"

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

Timothy

CA $103

CA $116 total

includes taxes & fees

Nov 30 - Dec 1

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

![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/a5945e18.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

Winchester

8.8/10

Excellent

(528)

"Lots of parking. "

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

Douglas

CA $141

CA $153 total

includes taxes & fees

Nov 2 - Nov 3

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

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.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

Winchester

9.2/10

Wonderful

(1001)

"All comments are very positive, staff, rooms, cleanliness, breakfast "

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

Lucie

CA $110

CA $119 total

includes taxes & fees

Nov 23 - Nov 24

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

![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)

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

### Microtel Inn & Suites by Wyndham Winchester

Winchester

9.2/10

Wonderful

(1351)

"Great place with very cute rooms!! "

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

kristy

CA $109

CA $119 total

includes taxes & fees

Nov 23 - Nov 24

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

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/a888dfb4.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

Winchester

9.0/10

Wonderful

(1002)

"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "

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

Mary

CA $148

CA $167 total

includes taxes & fees

Nov 5 - Nov 6

[](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/2000000/1500000/1497900/1497898/1b2ad59b.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)

### Courtyard by Marriott Winchester

Winchester

8.8/10

Excellent

(892)

"Nice, quiet, clean property in quaint town "

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

Jacqueline

CA $149

CA $162 total

includes taxes & fees

Nov 5 - Nov 6

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

![1 bedroom, pillowtop beds, desk, laptop workspace](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/e6dc1dff.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)

![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

Winchester

9.4/10

Exceptional

(753)

"Nice place, very quiet, comfie beds, and great staff. "

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

Leslie

CA $156

CA $169 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.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

Winchester

8.8/10

Excellent

(500)

"Great hotel"

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

DONNA D

CA $133

CA $151 total

includes taxes & fees

Nov 9 - Nov 10

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

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a36301f.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)

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

### Comfort Inn & Suites Winchester

Winchester

9.4/10

Exceptional

(1049)

"The breakfast was good and a quiet place to stay "

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

Lawrence

CA $141

CA $153 total

includes taxes & fees

Nov 1 - Nov 2

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

![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)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Winchester

Winchester

9.0/10

Wonderful

(780)

"Super friendly staff, clean rooms, very convenient. I would definitely stay here again. "

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

Kathleen

CA $129

CA $141 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![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)

![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)

### Spark by Hilton Winchester

Winchester

9.0/10

Wonderful

(1003)

"Great location close to restaurants "

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

SILVIA

CA $121

CA $137 total

includes taxes & fees

Nov 9 - Nov 10

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/174386aa.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

Winchester

6.6/10

(468)

"Staff was pleasant"

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

Marie

CA $92

CA $100 total

includes taxes & fees

Nov 9 - Nov 10

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/424ee863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c973829f.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)

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

Winchester

9.0/10

Wonderful

(792)

"Great place to stay!!"

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

Thomas

CA $167

CA $182 total

includes taxes & fees

Nov 28 - Nov 29

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

![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/0f2ede5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b06f3533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/51a72e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Winchester

8.8/10

Excellent

(1002)

"Nice place to stay"

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

roland

CA $127

CA $138 total

includes taxes & fees

Nov 2 - Nov 3

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

![Desk, blackout drapes, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9bc5a360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/ae590780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/4ef3053b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/0e2d3d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Winchester, VA

Winchester

7.4/10

Good

(1002)

"Really friendly staff, room was clean and perfect for our family and dog. "

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

Sabrina

CA $96

CA $105 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/d2967872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Winchester near University

Winchester

7.8/10

Good

(1017)

"Better than where we are now."

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

Robert

CA $102

CA $111 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Winchester-Hotels-Sleep-Inn-Suites.h892882.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=2025-11-13&endDate=2025-11-14&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=2025-11-13&endDate=2025-11-14&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

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester, VA

CA $148

CA $167 total

Nov 5 - Nov 6

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.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, GPS: 35 Brandy court, Strasburg, VA

CA $101

CA $112 total

Nov 23 - Nov 24

includes taxes & fees

8.2/10 Very Good! (1,011 reviews)

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

![Clarion Hotel & Conference Center Leesburg](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/8c4e2827_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Clarion Hotel & Conference Center Leesburg

1500 E Market St, Leesburg, VA

CA $136

CA $157 total

Nov 30 - Dec 1

includes taxes & fees

6.6/10 (1,003 reviews)

[](https://expedia.ca/Leesburg-Hotels-Clarion-Hotel-Conference-Center-Leesburg.h24372.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 $141

CA $153 total

Nov 1 - Nov 2

includes taxes & fees

9.4/10 Exceptional! (1,043 reviews)

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

![Skyland](https://images.trvl-media.com/lodging/1000000/430000/421600/421517/5622bc24_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Skyland

Skyline Dr Mile 41.7 & 42.5, Luray, VA

CA $260

CA $310 total

Nov 26 - Nov 27

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

[](https://expedia.ca/Luray-Hotels-Skyland.h421517.Hotel-Information)

![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, U.S. 29, Warrenton, VA

CA $97

CA $104 total

Nov 6 - Nov 7

includes taxes & fees

6.4/10 (1,001 reviews)

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

## 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

![Spark by Hilton Winchester](//images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89_y.jpg)

### Spark by Hilton Winchester

5/5 Excellent

Great place to stop and visit Winchester.

"Easy parking and the staff was attentive and polite. Great Halloween decorations - so welcoming and fun. The "modern Ikea" design rooms are clean and spare but very functional. Loved the big desk for my computer work. Easy to get to the highway or to historic downtown. I will be back. "

A verified traveller stayed at Spark by Hilton Winchester

Posted 4 days ago

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

![TRU By Hilton Winchester](//images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg)

### TRU By Hilton Winchester

5/5 Excellent

"Friendly staff, convenient location "

A verified traveller stayed at TRU By Hilton Winchester

Posted 4 days ago

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

![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg)

### Travelodge by Wyndham Winchester

5/5 Excellent

"Stayed for a night on my way through town. Not a bad spot, clean and quiet. Staff was great. Lots of food delivery options around. "

A verified traveller stayed at Travelodge by Wyndham Winchester

Posted 5 days ago

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

![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg)

### SpringHill Suites by Marriott Winchester

5/5 Excellent

"Fantastic from start to finish."

A verified traveller stayed at SpringHill Suites by Marriott Winchester

Posted 5 days ago

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

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

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

5/5 Excellent

"Front desk staff was very polite and helpful"

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

Posted 6 days ago

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

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

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

5/5 Excellent

"Good"

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

Posted 6 days ago

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

![Motel 6 Winchester, VA](//images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676_y.jpg)

### Motel 6 Winchester, VA

5/5 Excellent

"Good area to walk your dogs if they travel with you"

A verified traveller stayed at Motel 6 Winchester, VA

Posted 6 days ago

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

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

### Comfort Inn & Suites Winchester

5/5 Excellent

"Clean rooms and comfortable beds and bedding. Plentiful bath towels. Convenient location "

A verified traveller stayed at Comfort Inn & Suites Winchester

Posted 6 days ago

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

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

### Quality Inn Winchester

5/5 Excellent

"Yes"

A verified traveller stayed at Quality Inn Winchester

Posted 7 days ago

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

## Frequently asked questions

### What are the best hotels in Winchester with outdoor pools?

> [Quality Inn Winchester](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) is a fantastic choice for travellers seeking comfort and convenience, featuring an inviting outdoor pool that adds to its family-friendly appeal. Guests consistently rave about the clean, comfortable rooms and the excellent, friendly staff, earning the hotel an excellent review rating of 9.2. Start your day off right with a free breakfast that many guests describe as good, making it a great value for families on the go.
> 
>   
> 
> [Hampton Inn Winchester N/Conference Center, VA](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.Hotel-Information) also shines in the outdoor pool category, providing a refreshing space for relaxation after a day of exploration. With a matching review score of 9.2, this hotel impresses visitors with its friendly and helpful staff, as well as its comfortable rooms. The complimentary breakfast buffet is another highlight that families appreciate, adding to the convenience of their stay.
> 
>   
> 
> For those who prefer a hotel near shopping and university areas, [Hampton Inn Winchester-University/Mall Area](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) is a solid option featuring an outdoor pool. With a traveller rating of 9.0, guests praise the staff for being friendly and amazing, while praising the clean rooms and great breakfast offerings. The location makes it superb for families looking to explore local attractions.
> 
>   
> 
> [Courtyard by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information), though primarily offering an indoor pool, also caters to families looking for a comfortable stay with a review score of 8.8. Its amenities, including spacious suites and convenient self-parking, make it a practical choice for travellers.
> 
>   
> 
> Lastly, [TownePlace Suites by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) features an outdoor pool and is known for its attentive staff and spotless rooms, also scoring an 8.8. Families will appreciate the free continental breakfast and the good coffee available, ensuring a pleasant start to their day.

### How much does a hotel with outdoor pool in Winchester cost?

> Enjoy staying in a hotel in Winchester with an outdoor pool. You can find a great deal from CA $100 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

### Is it cheaper to book flights and a hotel in Winchester as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides).

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

> Before booking your Winchester hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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

> Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Winchester for you.

### What are the best hotels in Winchester with free breakfast and a fitness center?

> For hotels in Winchester offering both free breakfast and a fitness centre, excellent choices include [Comfort Inn & Suites Winchester](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information), [SpringHill Suites by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information), and [La Quinta Inn & Suites by Wyndham Winchester](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information).
> 
>   
> 
> Comfort Inn & Suites Winchester has a high review rating of 9.4. Guests frequently praise the comfortable and clean rooms, as well as the excellent and friendly staff. The free breakfast is noted as good, and the hotel also provides a 24-hour accessible fitness centre.
> 
>   
> 
> SpringHill Suites by Marriott Winchester, also with a 9.4 rating, is another fantastic option. Reviewers often highlight the comfortable rooms, friendly staff, and excellent free breakfast. This hotel also features a 24-hour accessible fitness centre and a clean, warm pool.
> 
>   
> 
> The 3-star La Quinta Inn & Suites by Wyndham Winchester, with a 9.2 rating, offers nice and clean rooms. Guests appreciate the friendly and helpful staff, along with a good free buffet breakfast.

### Which Winchester hotels with free breakfast have the best customer service?

> For Winchester hotels with complimentary breakfast and excellent customer service, travellers frequently recommend [Comfort Inn & Suites Winchester](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information), [SpringHill Suites by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information), and [La Quinta Inn & Suites by Wyndham Winchester](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information).
> 
>   
> 
> The Comfort Inn & Suites Winchester, with a fantastic 9.4 rating, consistently receives praise for its great customer service and friendly, excellent staff. Guests particularly appreciate the free self-serve breakfast and complimentary WiFi, ensuring a comfortable and convenient stay.
> 
>   
> 
> Another superb choice is the SpringHill Suites by Marriott Winchester, also boasting a 9.4 rating. Reviewers often highlight the friendly and good staff. This hotel offers a free continental breakfast, free WiFi, and even free parking for RVs, buses, and trucks, adding to its great value.
> 
>   
> 
> The 3-star La Quinta Inn & Suites by Wyndham Winchester, rated 9.2, is known for its friendly and helpful staff and great customer service.

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

> With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Winchester hotels with free breakfast. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.

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

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with free breakfast in Winchester for you.

### What are the best family hotels in Winchester that have a spa?

> [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) is an excellent choice for families seeking a blend of comfort and relaxation in Winchester. This 3.5-star hotel boasts an impressive onsite spa where guests can indulge in rejuvenating massages and full-service treatments, ideal for parents looking to unwind while the kids are entertained.
> 
>   
> 
> Guests have praised the hotel for its comfortable and clean rooms, with an excellent traveller rating of 9.4. Families appreciate the modern amenities, including free WiFi and toiletries, which ensure a straightforward stay. The friendly and helpful staff are always on hand to assist, adding to the welcoming atmosphere that makes this hotel a favourite among family travellers.
> 
>   
> 
> Moreover, the hotel's convenient location and easy, free parking make it a stress-free option for those exploring the charming attractions of Winchester.

### Are there any great family hotels in Winchester with a gym?

> The [Comfort Inn & Suites Winchester](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) is a fantastic choice for families looking for a hotel with a gym. Rated an impressive 9.4 by travellers, this hotel offers comfortable and clean rooms, along with excellent and friendly staff. Guests particularly appreciate the free breakfast, which is a great convenience for busy mornings, and the location is known for being both close and convenient.
> 
>   
> 
> Another excellent option is [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), also boasting a review score of 9.4. This hotel features modern amenities and a friendly, helpful staff, making it a welcoming place for families. With its accessible 24-hour fitness centre, families can easily keep up with their workout routines while enjoying their stay.
> 
>   
> 
> For those who prefer a more contemporary vibe, the [SpringHill Suites by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) is another stellar choice, featuring a fitness centre that is also accessible. Rated 9.4 by guests, it's praised for its comfortable rooms and excellent free breakfast. Families will enjoy the pool as well, ensuring a fun and relaxing experience after a day of exploring.
> 
>   
> 
> [La Quinta Inn & Suites by Wyndham Winchester](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information), with a rating of 9.2, is also a family-friendly option that includes fitness facilities. Guests love the convenient location and the clean, nice rooms, making it a good base for family adventures.
> 
>   
> 
> Lastly, the [Microtel Inn & Suites by Wyndham Winchester](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information), similarly rated at 9.2, offers a cozy atmosphere with accessible fitness facilities and a friendly staff.

### How can I save on a family-friendly hotel in Winchester with Expedia?

> With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on family-friendly Winchester hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.

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

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right family-friendly hotel in Winchester for you.

### Is it cheaper to book flights and a hotel in Winchester as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides).

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

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right budget hotel in Winchester for you.

## 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

![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFV0lEQVR4Xu3aTW7bSBCGYQZeeJkj8Cg8Gnk0HkVHyFILwT3+qqp/SDEeVIAMMPL7bkyVuvvRri0nU/kPms6DvxFIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUg3IYzo1a7T6m/v0rh83zdfyyxd8jmJpG/ViowKxQMZA6qgFYoGMgdRR61WRtb8qQj7bPtf/EPJZINP005fcffSm519a1TqeBWKB9EAsEJACAhJvjLf3rOmIDNUT46U29lUziM9bICAKBGQCAamL+uMF0keLX+hPxUcpICAgIHVRfwTxBxCQJBJ9xKiUm79tX7HtRI36V2wbgcQIBKSAgICA+Nv/hvQC2Xxf602jn82NUSAtkAgkAgFRIBZIBBI9jqcJsbW2ffcTvxqdWvvJIBejU2s/GeRidGrtJ4NcjE6t/WSQi9GptZ8McjE6tfaTQS5Gp9Z+8oBcpwu96MQxu+Pjj943v+O/CgTkOpAxEJDrQMZeF4nb24rb24oL3YoLffF3bj60j1Lctd8XYqMCmUAUCAiIfoCAlAMSb/Tb20ba/qEfHYkT9/bS3R9xzvHT2aQ/giiQGIGAgIDozb29/K5IbPd3fK2y7Xc9jaPdn46j/lHWdhIICAiIvwPir0Cm84nWd0Wu2ya74xcheh0nTm30B3/hfgpkDATkOpAxEJDr/o/Iw+9lO1HvfN7exZFau9DNnfxCt1Vl+Iotd/rdHQ/i74HM+gECAgICoja9G0isjcYLXat+xPdpZe74Rdxa/U0FAlJAQKxb2wASgYA89IZd1bZ9muZhZNuPq9qotzcCBAQEBOQQyPnEi1HvOyFFt7d9eV781fFCt+a60lbdffimwfg/rs+BgBQQEAvkKRCQU37AZ/EX7rsudHN14pN78ZtACwTkFAiIBVJAQKzN9y3DWiEf+vEud64jK1bFxoo0twVigYCAFBAQEG9AbLut3f3ESRd6bN/9TUPWeqFrfz1xHFlrvNSkP4L4AwiIt8ZLTfojiD+AgHhrvNSkP74OUo4ntpHd8Yue40SNynlV/3Sl3PTphkDKeRVIjEB6IOW8CiRGIL2XRMbb+64DZj1pu/XuiK2yf2CO2qq6Ucj0uzsepK4CKSATCAgISOtDF3qstav6+D+3Tsj5RPt0VhuBgLRAPBCQOgIBedp+ecdH8a3bPkpstF8O9mGVzopAQEBAvFnTrb4CKSAg1jbZN+Vdi0qxO36b+p+zlY369+lWuNZNg7UeCgJixfZdi0AKCEgEAvJ0Vc+aCqnbNXr4iZYhMerFpxsCsUBAQEBAQKIBuejaLcX+6D3Vka2y9sGKkQIBuQgEBESBgDyGFdas6ebPS19X2zXXhT4NH6W39pUgBWRYYc2abv689HW1XXOQ1qzp5s9LX1fbNQdpzZpu/rz0dbVdc5DWrOnmz0tfV9s1B2nNmm7+vPR1tV3zP0DW/qrf3nGhWzbSV+wP/Xg/b7TfBI4jBQICAqJATiMFAjKe+N4QndgWV9caT2zZ6Iu/cIOAgICAjIEUkGek+Ffs+uU5th9HsdEK96Z3YqRAQEBAQECOJ4K0LpDY/tH+wh3b+6rmxrduq22MQOoqkNgOMoGARCB11TdHelpbtD0udHOtcdXRXero7bAEpAdigdgIBKSAjH1j5Njs8+N2K/7ofW9L12K/CVjNbYFYIGOzz0F8jQKxQMZmn4P4GvWSyN8LJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKleB/kHjlD6G2w55SUAAAAASUVORK5CYII=)