Title: 10 Best Hotels in Winchester Historic District, Winchester for 2025 | Expedia.ca

 

[Winchester Historic District Travel Guide](https://expedia.ca/Winchester-Winchester-Historic-District.dx918789051029594112)[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 Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester-Historic-District.d918789051029594112.Car-Rental-Guide)[Winchester Historic District Vacations](https://expedia.ca/Winchester-Historic-District.d918789051029594112.Destination-Travel-Guides)

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Photo by Tina McClelland

# Hotels in Winchester Historic District, Winchester

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## Go beyond your typical stay in Winchester Historic District

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=PETS)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&travelerType=family_friendly)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=CABIN)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APARTMENT)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=COTTAGE)

Chalet

[](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America&regionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=CHALET)

## Check prices for these dates

Tonight

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&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=918789051029594112&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Winchester Historic District hotels and places to stay

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

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

![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)

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

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

Winchester Historic District

9.4/10

Exceptional

(1004)

"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)

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

### La Quinta Inn & Suites by Wyndham Winchester

3 km from Winchester Historic District

9.2/10

Wonderful

(2187)

"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)

![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/9fcf0199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/e47a228e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ramada by Wyndham Strasburg/Shenandoah Valley

25.7 km from Winchester Historic District

8.2/10

Very good

(1000)

"Our stay was fine, convenient location to our planned activities. "

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

mitchell

CA $100

CA $111 total

includes taxes & fees

Nov 23 - Nov 24

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

![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/1c983a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/78b01efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92453303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Inn & Suites

19.3 km from Winchester Historic District

5.8/10

(292)

"I loved staying here!"

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

Whitney

CA $87

CA $96 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.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)

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

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

3.3 km from Winchester Historic District

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)

![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)

![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)

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

### Travelodge by Wyndham Winchester

3 km from Winchester Historic District

8.6/10

Excellent

(1113)

"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)

![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)

![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)

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

3.3 km from Winchester Historic District

8.8/10

Excellent

(527)

"Lots of parking. "

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

Douglas

CA $124

CA $135 total

includes taxes & fees

Nov 9 - Nov 10

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

![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Winchester

2.1 km from Winchester Historic District

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)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/db46282e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/71be8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/aafb3606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Winchester South-Stephens City by IHG

12.5 km from Winchester Historic District

8.2/10

Very good

(786)

"Very friendly staff, clean, would definitely stay again "

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

Christie

CA $116

CA $126 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/ff7a3bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/f4004e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Front Royal Near Shenandoah National Park

29.8 km from Winchester Historic District

6.4/10

(906)

"Great staff"

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

Gordon

CA $77

CA $86 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.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)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.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

4.4 km from Winchester Historic District

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)

![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.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)

![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)

### TRU By Hilton Winchester

4.4 km from Winchester Historic District

9.0/10

Wonderful

(737)

"Friendly staff, convenient location "

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

Dahai

CA $124

CA $135 total

includes taxes & fees

Nov 26 - Nov 27

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

![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Charles Town - Hollywood Casino

30.2 km from Winchester Historic District

8.6/10

Excellent

(504)

"Great place to stay to go to the casino"

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

Sandra

CA $164

CA $198 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information)

![Premium bedding, pillowtop beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/fc21f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/w3000h1998x0y0-156eb7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/5ec973d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free continental breakfast](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/c6b45b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge By Wyndham Charles Town/Harpers Ferry

29.7 km from Winchester Historic District

7.0/10

Good

(256)

"Wasn’t the cleanest but it’s good for a quick stop"

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

Autumn

CA $94

CA $106 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Charles-Town-Hotels-Travelodge-By-Wyndham-Charles-TownHarpers-Ferry.h72023562.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/9730f3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/913756e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/f4aba607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/dfc64d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Stephens City - Winchester South

12.4 km from Winchester Historic District

8.0/10

Very good

(617)

"Nice breakfast, clean room and friendly people."

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

Carrie

CA $109

CA $119 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/73114153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/02fadc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/368a0b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking (Drinks & Snacks)](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/a5bd4bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Martinsburg South-Inwood

22.4 km from Winchester Historic District

9.2/10

Wonderful

(633)

"Good location "

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

Judith

CA $136

CA $152 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg-South-Inwood.h1327336.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)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.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)

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

### Fairfield Inn & Suites by Marriott Winchester

3.1 km from Winchester Historic District

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)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/b96d495c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

22 km from Winchester Historic District

9.0/10

Wonderful

(1001)

"The entire property was very clean and the staff extremely friendly."

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

Steve

CA $159

CA $180 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/bb49c17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Front Royal

25.1 km from Winchester Historic District

9.0/10

Wonderful

(1028)

"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."

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

Dennis

CA $159

CA $177 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

![2 bars/lounges, sports bar](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/71615746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/14125876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/56958e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rodeway Inn & Suites - Charles Town, WV

29.8 km from Winchester Historic District

8.6/10

Excellent

(1022)

"It is a very good place to stay "

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

Kimberly

CA $89

CA $100 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.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=918789051029594112&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Winchester Historic District

Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most. [Learn more about Winchester Historic District](https://www.expedia.ca/Winchester-Winchester-Historic-District.dx918789051029594112)

-   Old Town Winchester

![](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

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

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

## Top Winchester Historic District Hotel Reviews

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

### Hampton Inn Winchester-University/Mall Area

10/10 Excellent

"TV wasn’t in high definition. Could have been better."

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

![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg)

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"The entire property was very clean and the staff extremely friendly."

[](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information)

![Ramada by Wyndham Strasburg/Shenandoah Valley](//images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg)

### Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"Not really a good breakfast area or food to choose from. The beds are hard the pillows are terrible plus the sheets had stains. The tvs are old and like only 5 channels to watch. Walls are thin "

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

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

### TRU By Hilton Winchester

10/10 Excellent

"Friendly staff, convenient location "

[](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

10/10 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. "

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

![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg)

### Days Inn by Wyndham Charles Town/Harpers Ferry

10/10 Excellent

"Did the job, cheap and cheerful, nothing to complain about! Good access to Harper’s Ferry"

[](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information)

![Hampton Inn Front Royal](//images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg)

### Hampton Inn Front Royal

10/10 Excellent

"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information)

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

### SpringHill Suites by Marriott Winchester

10/10 Excellent

"Fantastic from start to finish."

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

10/10 Excellent

"Good"

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

## Frequently asked questions

### What's it like in Winchester Historic District?

> Travelers will be sure to enjoy their time in Winchester's Winchester Historic District neighborhood. Be sure to check out Bright Box Theater and Winchester Little Theater as part of your Winchester Historic District travel plans.

### Where is the best hotel for a stay in Winchester Historic District?

> Based on Expedia customer reviews, [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) is the highest ranked property in Winchester Historic District. This hotel offers a full-service spa and 2 restaurants.

### How many hotels can I expect to find in Winchester Historic District?

> When you want to kick up your feet after a day of exploring the sights in Winchester, you can choose from 16 Expedia hotels and other accommodations in Winchester Historic District.

### If I need to cancel my hotel reservation in Winchester Historic District, will I receive a refund?

> Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Add dates, click "Search", then you can filter by "fully refundable" to review top deals in Winchester Historic District.

### What is there to do around this Winchester neighborhood?

> For cultural attractions in Winchester Historic District, head to Bright Box Theater, Old Court House Civil War Museum, and Winchester Little Theater. You could also plan a visit to Shenandoah Valley Discovery Museum or Handley Regional Library while you're in the neighborhood. A few places to visit in the area around Winchester Historic District include George Washington's Office, Stonewall Jackson's Headquarters, and Mt Hebron Cemetery. While you're out sightseeing, Patsy Cline Historic House and Museum of the Shenandoah Valley are a couple of additional sights to visit in Winchester.

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-   [Hotels with Free Breakfast in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Free-Breakfast.0-0-d6056879-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Parking in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Free-Parking.0-0-d6056879-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Hotels with an Indoor Pool in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Indoor-Pool.0-0-d6056879-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Kitchenettes in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Kitchenettes.0-0-d6056879-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Winchester](https://www.expedia.ca/Winchester-Hotels-Hotels-With-Smoking-Rooms.0-0-d6056879-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-LGBT-Friendly-Hotel.0-0-d6056879-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Luxury-Hotel.0-0-d6056879-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Pet-Friendly-Hotel.0-0-d6056879-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Shopping-Hotel.0-0-d6056879-tShoppingHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Spa-Hotel.0-0-d6056879-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Winchester](https://www.expedia.ca/Winchester-Hotels-Wedding-Hotels.0-0-d6056879-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Winchester Hotels](https://www.expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)
-   [Inns in Winchester](https://www.expedia.ca/Winchester-Inns.d6056879-aaInns.Travel-Guide-Accommodation)
-   [Hotels near Winchester Medical Center](https://www.expedia.ca/Winchester-Medical-Center-Hotels.0-l6164057-0.Travel-Guide-Filter-Hotels)
-   [Motels in Winchester](https://www.expedia.ca/Winchester-Motels.d6056879-aaMotels.Travel-Guide-Accommodation)

-   [Flights to Winchester](https://www.expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)
-   [Flights from Winchester Regional](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport)
-   [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)
-   [Winchester Vacations](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides)

-   [Budget Rental Cars in Winchester](https://www.expedia.ca/Budget-Car-Rentals-In-Winchester.d6056879-c39.Car-Rental-Guide-Suppliers)
-   [Car rental Winchester](https://www.expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)
-   [National Car Rental Rental Cars in Winchester](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Winchester.d6056879-c42.Car-Rental-Guide-Suppliers)

-   [Winchester Vacation Rentals](https://www.expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)

-   [Things to do in Winchester](https://www.expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)

-   [Book Hotels in Winchester Historic District on Expedia.com](https://www.expedia.com/Winchester-Historic-District-Winchester-Hotels.0-n918789051029594112-0.Travel-Guide-Filter-Hotels)