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Find hotels in Winchester Historic District, Winchester from AED 225

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11 Dec - 12 Dec
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12 Dec - 13 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

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Our top choices for Winchester Historic District hotels

Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Winchester Historic District
9.4 out of 10, Exceptional, (1007)
"Great hotel!"
United States
CHARLES
The price is AED 465
AED 527 total
includes taxes & fees
18 Dec - 19 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
3 km from Winchester Historic District
9.2 out of 10, Wonderful, (2222)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is AED 380
AED 414 total
includes taxes & fees
5 Jan - 6 January 2026
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
3.3 km from Winchester Historic District
9.0 out of 10, Wonderful, (1002)
"Clean room, quiet area, good breakfast"
United States
Laurie
The price is AED 257
AED 291 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.7 km from Winchester Historic District
8.2 out of 10, Very Good, (1001)
"Friendly Staff, clean room."
Canada
Frank
The price is AED 262
AED 292 total
includes taxes & fees
1 Jan - 2 January 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.4 km from Winchester Historic District
9.2 out of 10, Wonderful, (1001)
"Great stay"
United States
Jaron
The price is AED 278
AED 302 total
includes taxes & fees
18 Dec - 19 Dec
Quality Inn Winchester
Restaurant
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
30.2 km from Winchester Historic District
8.6 out of 10, Excellent, (521)
"the room was clean and the staff was great. The shuttle service to the casino was awesome."
United States
Steve
The price is AED 477
AED 571 total
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
12.5 km from Winchester Historic District
8.2 out of 10, Very Good, (802)
"Nice stay and friendly people "
United States
ALFRED
The price is AED 272
AED 296 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Restaurant
Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
22.4 km from Winchester Historic District
9.2 out of 10, Wonderful, (642)
"Good location "
United States
Judith
The price is AED 306
AED 342 total
includes taxes & fees
18 Dec - 19 Dec
Hampton Inn Martinsburg South-Inwood
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Winchester Historic District
9.0 out of 10, Wonderful, (766)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is AED 262
AED 285 total
includes taxes & fees
5 Jan - 6 January 2026
TRU By Hilton Winchester
Interior
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
2.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (508)
"Great hotel"
United States
DONNA D
The price is AED 351
AED 397 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Winchester
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
3 km from Winchester Historic District
8.6 out of 10, Excellent, (1081)
"Good price, good location "
United States
George
The price is AED 250
AED 272 total
includes taxes & fees
11 Jan - 12 January 2026
Travelodge by Wyndham Winchester
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
3.3 km from Winchester Historic District
8.8 out of 10, Excellent, (543)
"Very clean room, excellent staff!!!"
United States
James
The price is AED 286
AED 312 total
includes taxes & fees
3 Jan - 4 January 2026
Candlewood Suites Winchester by IHG
Winery
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
29.8 km from Winchester Historic District
6.4 out of 10, (916)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is AED 203
AED 226 total
includes taxes & fees
23 Dec - 24 Dec
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (1001)
"Great location close to restaurants "
United States
SILVIA
The price is AED 276
AED 313 total
includes taxes & fees
11 Jan - 12 January 2026
Spark by Hilton Winchester
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
3.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (797)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is AED 340
AED 370 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Winchester
2 bars/lounges, sports bar
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.9 km from Winchester Historic District
8.6 out of 10, Excellent, (1004)
"Good for me and front desk allowed me to check in early"
United States
Devan
The price is AED 234
AED 265 total
includes taxes & fees
25 Dec - 26 Dec
Rodeway Inn & Suites Charles Town
Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
19.3 km from Winchester Historic District
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
The price is AED 228
AED 252 total
includes taxes & fees
18 Dec - 19 Dec
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
4.2 km from Winchester Historic District
9.2 out of 10, Wonderful, (1375)
"Excellent accommodations"
United States
Loretta
The price is AED 264
AED 288 total
includes taxes & fees
11 Jan - 12 January 2026
Microtel Inn & Suites by Wyndham Winchester
Free breakfast
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
2.9 km from Winchester Historic District
9.0 out of 10, Wonderful, (798)
"Clean room, easy and quick check in."
United States
Jacqueline
The price is AED 382
AED 416 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG
Free daily continental breakfast
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
12.4 km from Winchester Historic District
8.0 out of 10, Very Good, (629)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is AED 268
AED 292 total
includes taxes & fees
11 Jan - 12 January 2026
Quality Inn Stephens City - Winchester South
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.
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Where to stay in Winchester Historic District

Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most.

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.

Top Winchester Historic District Hotel Reviews

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
Yolanda 3-night trip
Posted 2 days ago
SpringHill Suites by Marriott Winchester

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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 Shenandoah Valley Discovery Museum 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 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 17 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.
Where can I learn more about changing or cancelling my trip to Winchester Historic District?
For additional details about picking new dates or cancelling your trip to Winchester Historic District, head over to our customer service page.
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.