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Winchester Historic District Hotels, Winchester

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31 Dec - 1 Jan
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1 Jan - 2 Jan
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Winchester Historic District hotels

2 restaurants, breakfast, lunch, dinner served; American cuisine
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, (1006)
"Great hotel!"
United States
CHARLES
The price is AU$214
includes taxes & fees
6 Jan - 7 Jan 2026
The George Washington Hotel, A Wyndham Grand Hotel
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, (530)
"Friendly staff, comfortable bed, convenient location "
United States
Kourtney
The price is AU$208
includes taxes & fees
12 Jan - 13 Jan 2026
The Inn at Charles Town - Hollywood Casino
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, (1002)
"Certainly will stay again "
United States
philip
The price is AU$109
includes taxes & fees
18 Jan - 19 Jan 2026
Rodeway Inn & Suites Charles Town
Premium bedding, pillow-top beds, desk, blackout curtains
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.7 km from Winchester Historic District
8.0 out of 10, Very good, (1000)
"Nice place to stay"
United States
Cynthia
The price is AU$113
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board
Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
29.7 km from Winchester Historic District
6.8 out of 10, (265)
"Room was very clean and quiet!"
United States
Mary ann
The price is AU$108
includes taxes & fees
1 Jan - 2 Jan 2026
Travelodge By Wyndham Charles Town/Harpers Ferry
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
29.4 km from Winchester Historic District
9.6 out of 10, Exceptional, (440)
"Excellent accommodations and breakfast. "
United States
William
The price is AU$262
includes taxes & fees
12 Jan - 13 Jan 2026
The Carriage Inn B&B
Terrace/patio
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
14.2 km from Winchester Historic District
9.6 out of 10, Exceptional, (175)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is AU$370
includes taxes & fees
5 Jan - 6 Jan 2026
L'Auberge Provencale Inn & Restaurant
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, (646)
"Friendly helpful staff. Room was clean and spacious"
United States
william
The price is AU$143
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Martinsburg South-Inwood
In-room safe, desk, iron/ironing board, bed sheets
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3.2 km from Winchester Historic District
8.8 out of 10, Excellent, (483)
"Very nice "
United States
Maryann
The price is AU$174
includes taxes & fees
2 Jan - 3 Jan 2026
TownePlace Suites by Marriott Winchester
Pillow-top beds, desk, laptop workspace, blackout curtains
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Winchester Historic District
9.4 out of 10, Exceptional, (790)
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is AU$174
includes taxes & fees
11 Jan - 12 Jan 2026
SpringHill Suites by Marriott Winchester
Interior
APM Inn & Suites

APM Inn & Suites

APM Inn & Suites
2.0 star property
2.5 km from Winchester Historic District
6.6 out of 10, (349)
"Room was quite nice for the price, and check in lady was very nice "
United States
Glen
The price is AU$87
includes taxes & fees
3 Jan - 4 Jan 2026
APM Inn & Suites
Property entrance
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, (924)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is AU$92
includes taxes & fees
7 Jan - 8 Jan 2026
Baymont by Wyndham Front Royal Near Shenandoah National Park
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, (1415)
"Clean room great helpful staff good breakfast"
United States
Loretta
The price is AU$129
includes taxes & fees
4 Jan - 5 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Suite, 1 Bedroom
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, (548)
"No food options available "
United States
Mary
The price is AU$127
includes taxes & fees
16 Jan - 17 Jan 2026
Candlewood Suites Winchester by IHG
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, (1000)
"Great stay"
United States
Jaron
The price is AU$123
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Winchester
Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.8 km from Winchester Historic District
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is AU$287
includes taxes & fees
4 Jan - 5 Jan 2026
Hillbrook Inn
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
4.3 km from Winchester Historic District
6.6 out of 10, (485)
"Staff good, room as expected. Good stay here."
United States
Abe
The price is AU$105
includes taxes & fees
13 Jan - 14 Jan 2026
Days Inn by Wyndham Winchester
Snack bar
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
2.3 km from Winchester Historic District
9.2 out of 10, Wonderful, (852)
"The room was clean, and the breakfast was plentiful. The staff was very friendly and helpful. This was the quietest stay I've had on my trips to Wincheater."
United States
Jay
The price is AU$179
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Winchester N/Conference Center, VA
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
30.4 km from Winchester Historic District
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is AU$103
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Front Royal
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, (780)
"Clean rooms, courteous staff"
United States
Holly
The price is AU$119
includes taxes & fees
26 Jan - 27 Jan 2026
TRU By Hilton Winchester
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

Our guide on where to stay in Winchester Historic District

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

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Top Winchester Historic District Hotel Reviews

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"The room was clean, and the breakfast was plentiful. The staff was very friendly and helpful. This was the quietest stay I've had on my trips to Wincheater."
Jay 2-night trip
Posted 2 days ago
Hampton Inn Winchester N/Conference Center, VA

Frequently asked questions

What's it like in Winchester Historic District?
Travellers will be sure to enjoy their time in Winchester's Winchester Historic District neighbourhood. Make sure that you visit 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 will I find in Winchester Historic District?
When you want to put your feet up after a day of exploring the sights in Winchester, you can choose from 16 Expedia hotels and other accommodation options in Winchester Historic District.
If I need to cancel my hotel reservation in Winchester Historic District, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the top deals on offer in Winchester Historic District.
What is there to do around this Winchester neighbourhood?
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 neighbourhood. 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.