Title: Book The Best Hotels in Winchester, VA for 2025 from CA $100 - Compare prices by date | Expedia.ca

  

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# Find hotels in Winchester, VA from CA $100

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## 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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=POOL)

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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=HOT_TUB)

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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&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=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

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

## Compare 2,025 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)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.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)

![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)

"Perfect location to visit for business or pleasure!"

CA $177

CA $200 total

includes taxes & fees

Oct 9 - Oct 10

[](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

(2161)

"Nicely renovated hotel with great room. "

CA $151

CA $164 total

includes taxes & fees

Nov 2 - Nov 3

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

![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/7e51069b.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)

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

### Quality Inn Winchester

Winchester

9.2/10

Wonderful

(1000)

"We will be staying there again"

CA $105

CA $115 total

includes taxes & fees

Nov 2 - Nov 3

[](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)

![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)

![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)

### Candlewood Suites Winchester by IHG

Winchester

8.8/10

Excellent

(516)

"The suites we're clean and spacious. The perfect stay for a family weekend!"

CA $130

CA $141 total

includes taxes & fees

Oct 5 - Oct 6

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

![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)

![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)

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

Winchester

9.0/10

Wonderful

(1001)

"Great hotel! "

CA $123

CA $138 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/w3000h1997x0y0-2ca33d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/422ace16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Winchester

Winchester

8.4/10

Very good

(1103)

"My favorite hotel in VA, always stay there when visiting friends and family. "

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)

![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

(1001)

"Price, Clean!,great breakfast, attention to details and nice room, loved it!"

CA $148

CA $168 total

includes taxes & fees

Oct 13 - Oct 14

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

![Indoor pool](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3e194222.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)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/e8922549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Winchester

Winchester

9.2/10

Wonderful

(1334)

"Great place with very cute rooms!! "

CA $104

CA $113 total

includes taxes & fees

Nov 2 - Nov 3

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

![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

(770)

"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."

CA $129

CA $140 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

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

### Courtyard by Marriott Winchester

Winchester

8.8/10

Excellent

(883)

" Nice hotel"

CA $149

CA $162 total

includes taxes & fees

Oct 8 - Oct 9

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

![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)

![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

Winchester

9.0/10

Wonderful

(707)

"Clean decent size room, easy parking, not too far from highway, lots of traffic around but the room was very quiet"

CA $142

CA $154 total

includes taxes & fees

Oct 26 - Oct 27

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

![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.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)

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

### SpringHill Suites by Marriott Winchester

Winchester

9.4/10

Exceptional

(731)

"Spacious, comfortable room; convenient location right by a Target. "

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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.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

(1002)

"Very dated. Very nice in common areas but rooms could use a renovation"

CA $126

CA $142 total

includes taxes & fees

Nov 2 - Nov 3

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

![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.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/e46c3593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Winchester

Winchester

9.4/10

Exceptional

(1008)

"Excellent stay!"

CA $135

CA $147 total

includes taxes & fees

Oct 5 - Oct 6

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/4596badc.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)

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

### Days Inn by Wyndham Winchester

Winchester

6.6/10

(455)

"I liked the area convenient to get on and off the highway."

CA $92

CA $100 total

includes taxes & fees

Oct 12 - Oct 13

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

![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/e0021d58.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)

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

Winchester

8.8/10

Excellent

(1003)

"Great place to stay!"

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)

![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)

![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)

![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

(1013)

"Great stay offered a haven on a long trip!"

CA $95

CA $103 total

includes taxes & fees

Nov 2 - Nov 3

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

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

### Hilton Garden Inn Winchester

Winchester

8.8/10

Excellent

(494)

"A great stop for our family of four on a long drive home."

CA $159

CA $180 total

includes taxes & fees

Oct 26 - Oct 27

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

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c38dcdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![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

(783)

"Great place to stay!!"

CA $167

CA $182 total

includes taxes & fees

Nov 2 - Nov 3

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

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

![Laundry room](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/3bfa30f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 Winchester, VA

Winchester

8.2/10

Very good

(1000)

"Friendly staff, spotless rooms, safe property and location. Great place for those traveling with pets."

CA $95

CA $107 total

includes taxes & fees

Oct 5 - Oct 6

[](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=2025-10-17&endDate=2025-10-18&regionId=6056879&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## 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%40cMxG_d%40bc%40pLeHpd%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=cQ4EDkUi5XQDLHlaDz0efbs34JQ=)

### 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:ctdnFtsd%7CM%7DI%7DECA%5BQeAo%40iAs%40L_%40DB%5E%7BAFDDSDSf%40NDUHBR%7D%40RFLo%40o%40Wc%40USGHeBDuADw%40HaCjDM%3FETkCHcAeAG%7B%40Ew%40El%40mFFMFIFGJGHAJ%3FtA%5CRB%5CuC%5BGVwB_CaBaGgEiNmJ%3F%5B%7C%40iFi%40o%40Z%7BBDCHg%40Hq%40F_%40BSBS%60%40LFi%40F_%40Da%40Fa%40XHR%5BHk%40Hg%40OGHe%40%3FGPgALy%40p%40R%3F_%40L%7B%40%5EJRAd%40NDUBUBONDNDNDNDNDNDNDJBVHPFNBLBn%40PZYb%40J%40%40RFTcBbAXLDJc%40%5CuBDUN%7D%40MGAAc%40KDUW%40SAK%3Fa%40G_%40KHa%40VcBFQLy%40l%40PRHPFRFCP%7EAd%40BSxA%60%40ERRFVFN%3FNDEZJBND%40%40AFJDbAXGXEXALp%40RnG%7DAf%40KCLk%40zDaFwAC%60%40Mx%40Kt%40ZJa%40nCd%40NbAX%5CmCTDRFhAXVmB%7C%40VFc%40v%40oFJK%60%40%3FVB%5CDb%40JnCx%40nDbAF_%40RsAT%7DA%7EBn%40hClAh%40NlBv%40Kn%40_%40bCxA%60%40c%40lDYfBRj%40Kl%40E%5ELDEZ%3F%3FCXNDRFA%40XH%5C%3Fb%40LTFRFRFXHVRf%40NCTCLALCLCRId%40%5B%5EE%5CG%5CXJPDCPALCJCLADA%3FGASIMCGd%40Ib%40Kr%40O%60%40U%7EAHBTFRFCPERE%5CAJERYIG%60%40Ij%40%5DXM%7C%40ZJG%5ETHABKp%40z%40VBn%40JD%60%40JZLBM%60%40J%5EJQnAIb%40WlB%7B%40WC%3FECCNy%40Ui%40f%40%5BK%3FAOGMGA%3F%7B%40YEe%40MGq%40Q%3FABKc%40Ki%40O%5BAg%40O_%40KYIYIc%40R%5DKg%40QAJw%40WQw%40q%40Sg%40Oc%40Mc%40Pe%40O%3FDuAa%40%5D%40UIQGFe%40OE%3FBGCICm%40OCAk%40Oi%40%60%40QG%40CSEi%40ODWMCU%7CAGFM%60%40QnAKECJOp%40RFKl%40If%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%5EsEzY&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=fZ5k4VxrY6HuuI7umpgpSp91zQs=)

### 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=2025-10-17&endDate=2025-10-18&adults=2&regionId=6056879)

![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.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

![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 $293

CA $347 total

Nov 3 - Nov 4

includes taxes & fees

8.4/10 Very Good! (1,041 reviews)

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

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Travelodge by Wyndham Winchester

160 Front Royal Pike, Winchester, VA

CA $96

CA $105 total

Nov 2 - Nov 3

includes taxes & fees

8.4/10 Very Good! (1,100 reviews)

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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 $97

CA $108 total

Nov 2 - Nov 3

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

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

![Quality Inn](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

25 Union St, Harpers Ferry, WV

CA $123

CA $138 total

Oct 27 - Oct 28

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

[](https://expedia.ca/Martinsburg-Hotels-Quality-Inn.h25179.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 $104

CA $113 total

Nov 2 - Nov 3

includes taxes & fees

9/10 Wonderful! (1,353 reviews)

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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 $98

CA $105 total

Nov 3 - Nov 4

includes taxes & fees

6.4/10 (1,002 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

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

### Comfort Inn & Suites Winchester

5/5 Excellent

"Very nice property. "

A verified traveller stayed at Comfort Inn & Suites Winchester

Posted 1 day ago

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

![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

5/5 Excellent

"Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually"

A verified traveller stayed at La Quinta Inn & Suites by Wyndham Winchester

Posted 2 days ago

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

"The room was spacious. "

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

Posted 2 days ago

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

"Very nice hotel, clean, new, service personnel are all friendly & professional. We enjoyed our stay and stay here again "

A verified traveller stayed at SpringHill Suites by Marriott Winchester

Posted 2 days ago

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

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

### Quality Inn Winchester

5/5 Excellent

"Spacious room, CLEAN comfortable beds and a good breakfast. A very good value!"

A verified traveller stayed at Quality Inn Winchester

Posted 2 days ago

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

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

### Microtel Inn & Suites by Wyndham Winchester

5/5 Excellent

"Great place with very cute rooms!! "

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

Posted 3 days ago

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

"Clean, comfortable, lovely staff, above-average breakfast. Will stay again!"

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

Posted 4 days ago

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

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

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

5/5 Excellent

"Loca"

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

Posted 5 days ago

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

![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg)

### Hampton Inn Winchester-University/Mall Area

5/5 Excellent

"We needed a break with a long family care situation. We took a break and stayed in Winchester and relaxed. Hampton Inn was just perfect. Breakfast was great! Thank you! "

A verified traveller stayed at Hampton Inn Winchester-University/Mall Area

Posted 5 days ago

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

## Frequently asked questions

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

> Old Town Winchester is the prime area for travellers seeking a blend of history, charm, and convenience. This picturesque neighbourhood is renowned for its well-preserved 18th-century architecture and vibrant main street, where boutique shops, delightful cafes, and local restaurants beckon. Visitors can explore the rich heritage of the area, including the stunning historic sites such as the Old Court House and the George Washington Office Museum. The atmosphere here is lively yet relaxed, making it an ideal setting for those wanting to soak in the local culture.
> 
>   
> 
> For couples, a stay in Old Town Winchester promises romantic strolls along the charming streets, especially at sunset when the buildings glow warmly. The intimate dining options, like the locally-loved 1781 Restaurant, offer a great backdrop for a special evening together.
> 
>   
> 
> Families will also appreciate this area, as it provides ample opportunities for exploration and fun. The nearby Museum of the Shenandoah Valley features beautiful gardens and engaging exhibits that cater to all ages, ensuring that both kids and adults have an enjoyable experience.

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

> [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), stands out as a premier choice in Winchester, boasting an outstanding score of 9.4. Guests are drawn to its historic charm and modern amenities, including premium bedding that ensures a restful night's sleep. With valet parking available, you can enjoy a straightforward arrival and departure, allowing you to focus on exploring the rich history of Winchester.
> 
>   
> 
> For families, the [Holiday Inn Winchester Se-Historic Gateway by IHG](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) is a fantastic option, receiving a great rating of 9.0. With accessible indoor pools, it provides a superb spot for kids to splash around while parents unwind. The hotel also features designer toiletries for a touch of luxury, making it ideal for those seeking comfort without sacrificing value.
> 
>   
> 
> If you're looking for a contemporary and stylish stay, [Spark by Hilton Winchester](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information), also rated at 9.0, is an excellent pick. Its air-conditioned rooms promise a comfortable retreat after a day of adventures, while the attentive service ensures you feel welcomed throughout your stay.
> 
>   
> 
> Couples seeking a romantic getaway may find the [Hilton Garden Inn Winchester](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) particularly appealing, with a rating of 8.8. Featuring a beautiful garden-view restaurant and wedding services, it provides a serene atmosphere superb for celebrating special moments. The accessible indoor pool adds to the charm, making it easy to relax together while enjoying the hotel's amenities.
> 
>   
> 
> Lastly, the [Courtyard by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information), with an 8.8 rating, is superb for those who appreciate spacious suites. Guests highlight the inviting indoor pool as a great way to unwind after a busy day of sightseeing, making it a wonderful choice for both families and couples alike.

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

> [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) is an exceptional choice for families visiting Winchester, boasting an outstanding score of 9.4. This historic hotel offers connecting rooms and complimentary cribs, making it easy to accommodate families of all sizes. Guests appreciate the attentive service and elegant decor, ensuring a comfortable and enjoyable stay.
> 
>   
> 
> Another fantastic option is the [Holiday Inn Winchester Se-Historic Gateway by IHG](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information), which has earned a rating of 9.0. This family-friendly hotel features a refreshing pool where kids can splash around, and it offers free stays for children. With convenient amenities like a microwave and daily housekeeping, families can enjoy a straightforward experience while exploring the area. Additionally, the hotel has a snack bar, great for grabbing a quick bite on the go.
> 
>   
> 
> For those looking for a more contemporary vibe, [Spark by Hilton Winchester](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information), also rated 9.0, provides a inviting space with connecting rooms and free cribs. Families can rely on daily housekeeping and the availability of microwaves for easy meal prep, ensuring a stress-free stay.
> 
>   
> 
> Lastly, the [Courtyard by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information), rated 8.8, features a pool for family fun and includes options for breakfast, making it a great spot for families to start their day. With amenities like a sofa bed and a garden area for relaxation, this hotel blends comfort with convenience seamlessly.
> 
>   
> 
> Each of these hotels prioritizes family needs, offering a variety of amenities designed to make your stay enjoyable and stress-free. Whether you're looking for a historic charm or , Winchester has the great family-friendly lodging for you. 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?

> For a luxurious retreat, [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), stands out in Winchester with an outstanding score of 9.4. This elegant hotel combines historic charm with modern amenities, ensuring a relaxing and enjoyable stay. Guests can indulge in a full-service spa that offers a range of rejuvenating treatments, including in-room massages for those who prefer to unwind in the comfort of their own space. 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?

> [Spark by Hilton Winchester](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) is a fantastic choice for travellers seeking a comfortable and convenient stay in Winchester, VA. This hotel boasts a stellar review score of 9.0, ensuring that guests can expect attentive service and a inviting space. Enjoy complimentary breakfast options, including a hearty continental spread, superb for fueling your day's adventures. For relaxation, unwind in the private hot tub after a day of adventure or take advantage of the well-equipped fitness facilities.
> 
>   
> 
> Another excellent option is the Country Inn & Suites by Radisson, Winchester, which has a review score of 8.6. This family-friendly hotel offers an indoor pool, making it a delightful spot for those traveling with children. Guests appreciate the complimentary buffet breakfast available on weekends, ensuring everyone starts their day off right. The property also provides free Wi-Fi in rooms, accessible fitness facilities, and convenient self-parking options. 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 George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), is a distinguished choice for travellers seeking a blend of luxury and comfort in Winchester, VA. With a stellar review rating of 9.4, this Georgian-style property features an onsite full-service spa where you can indulge in rejuvenating treatments, along with a fitness centre that operates around the clock. The hotel also offers various outdoor adventures nearby, such as mountain biking and skiing, making it superb for those looking to unwind after a day of adventure.
> 
>   
> 
> For families traveling with pets, the [Spark by Hilton Winchester](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) stands out with a review score of 9.0. This inviting hotel allows pets and provides a range of convenient amenities such as free breakfast, a hot tub for relaxation, and complimentary toiletries. Families will appreciate the availability of cribs at no charge, ensuring a comfortable stay for little ones.
> 
>   
> 
> Another excellent option for families is the Holiday Inn Winchester Se-Historic Gateway, which also carries a review rating of 9.0. This hotel features an indoor pool—superb for children to splash around—and offers free accommodations for kids. Its location in the historical district adds a cultural twist, allowing families to explore local attractions with ease.
> 
>   
> 
> For couples or solo travellers, the [Courtyard by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information), rated 8.8, offers a cozy atmosphere with spacious suites and an indoor pool, ideal for a romantic getaway or a serene escape from the daily grind. The [Hilton Garden Inn Winchester](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information), also rated 8.8, caters to both pet owners and couples, providing suites and a range of amenities to make your stay comfortable and memorable.
> 
>   
> 
> No matter your travel purpose, Winchester offers a variety of accommodations that emphasize attentive service and quality, ensuring a stress-free planning experience for every guest. 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 best budget hotels in Winchester?

> The [Comfort Inn & Suites](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) in Winchester is a fantastic choice for budget-conscious travellers, boasting an impressive review score of 9.4. This hotel ensures a stress-free stay with a variety of complimentary amenities, including free breakfast options served on weekends, free Wi-Fi in guest rooms, and ample self-parking. Guests appreciate the accessibility features and the convenient location near shopping districts, which makes it ideal for families looking to explore the area.
> 
>   
> 
> Another excellent option for families is the [SpringHill Suites by Marriott Winchester](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information), also rated 9.4 by guests. This hotel offers a family-friendly atmosphere with an indoor pool superb for the kids to splash around in, along with free cribs for younger guests. The complimentary continental breakfast is a great way to start the day on the right note, ensuring everyone is fueled for the adventures ahead.
> 
>   
> 
> For those seeking a touch of elegance, [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), rated 9.2, offers a more upscale experience while still being accessible for families. With an on-site spa and fitness centre, it caters to couples looking for a romantic getaway, while the nearby mountain biking and skiing options appeal to adventure seekers.
> 
>   
> 
> Lastly, the [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 review score of 9.2, features both indoor pool facilities and complimentary breakfast, making it a comfortable option for families. The inclusive setting and convenient amenities, such as accessible parking, cater to a wide range of travellers, ensuring everyone finds their superb fit in Winchester. View all [budget hotels in Winchester](https://www.expedia.ca/winchester-hotels-cheap-hotels.0-0-d6056879-tcheaphotels.travel-guide-filter-hotels).

### Where can I find the best nightlife in Winchester?

> Winchester is a charming city with a delightful blend of history and vibrant nightlife, making it an appealing destination for evening adventures.
> 
>   
> 
> For a lively night out, head to the historic Old Town area, where you'll find an array of pubs, bars, and restaurants that often feature live music and entertainment. The bustling atmosphere here is superb for those looking to mingle with locals and enjoy a taste of Winchester's nightlife scene.
> 
>   
> 
> If you're in the mood for some craft brews, check out the Winchester Brew Works, a popular microbrewery where you can sample local beers in a relaxed setting. For a more refined experience, make your way to one of the wine bars, where you can unwind with a glass of Virginia wine while soaking in the quaint surroundings.

### 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. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winchester hotel for you.

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

> Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

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

> Prices for hotels in Winchester often vary, but you can find a great deal from CA $100 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [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)

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