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Our top choices for Old Town Winchester 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
Old Town Winchester
9.4 out of 10, Exceptional, (1004)
"Great hotel!"
United States
CHARLES
The price is ₩183,379
₩207,768 total
includes taxes & fees
Jan 15 - Jan 16
The George Washington Hotel, A Wyndham Grand Hotel
Restaurant
Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
22.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (648)
"Very clean, friendly staff would definitely stay there again. "
United States
John
The price is ₩123,607
₩138,441 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn Martinsburg South-Inwood
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1000)
"We like staying here on our way south."
United States
Catherine
The price is ₩163,615
₩182,103 total
includes taxes & fees
Jan 15 - Jan 16
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.8 km from Old Town Winchester
8.4 out of 10, Very Good, (1000)
"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is ₩105,843
₩117,802 total
includes taxes & fees
Jan 14 - Jan 15
Ramada by Wyndham Strasburg/Shenandoah Valley
Garden
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
14.1 km from Old Town Winchester
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 ₩331,574
₩365,726 total
includes taxes & fees
Jan 11 - Jan 12
L'Auberge Provencale Inn & Restaurant
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
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (808)
"Everything excellent "
United States
Rene
The price is ₩168,133
₩182,932 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Express Hotel & Suites Winchester by IHG
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (925)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is ₩154,927
₩168,560 total
includes taxes & fees
Jan 19 - Jan 20
Courtyard by Marriott Winchester
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (796)
"Great stay!"
United States
Rene
The price is ₩155,233
₩168,895 total
includes taxes & fees
Jan 25 - Jan 26
SpringHill Suites by Marriott Winchester
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 Old Town Winchester
6.4 out of 10, (925)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is ₩79,998
₩89,038 total
includes taxes & fees
Jan 14 - Jan 15
Baymont by Wyndham Front Royal Near Shenandoah National Park
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1001)
"Great stay, as usual"
United States
Mary
The price is ₩121,842
₩132,564 total
includes taxes & fees
Jan 15 - Jan 16
Quality Inn Winchester
Lobby
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
29.6 km from Old Town Winchester
8.0 out of 10, Very Good, (1002)
"Nice place to stay"
United States
Cynthia
The price is ₩96,649
₩109,214 total
includes taxes & fees
Jan 11 - Jan 12
Days Inn by Wyndham Charles Town/Harpers Ferry
Restaurant
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
2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (853)
"Clean room very nice staff"
United States
JEROME J
The price is ₩153,161
₩173,531 total
includes taxes & fees
Jan 15 - Jan 16
Hampton Inn Winchester N/Conference Center, VA
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
3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ₩118,852
₩133,665 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Winchester Se-Historic Gateway by IHG
Reception
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3 km from Old Town Winchester
8.8 out of 10, Excellent, (484)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is ₩163,687
₩178,091 total
includes taxes & fees
Jan 11 - Jan 12
TownePlace Suites by Marriott Winchester
Free daily on-the-go breakfast
Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
4.2 km from Old Town Winchester
6.6 out of 10, (486)
"Very comfortable stay"
United States
Jose David
The price is ₩91,313
₩99,357 total
includes taxes & fees
Feb 2 - Feb 3
Days Inn 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
3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (548)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is ₩127,417
₩138,624 total
includes taxes & fees
Jan 15 - Jan 16
Candlewood Suites Winchester by IHG
Front of property
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
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 ₩230,219
₩294,043 total
includes taxes & fees
Jan 11 - Jan 12
Hillbrook Inn
Seasonal outdoor pool
Twi-Lite Inn

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very Good, (544)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is ₩98,459
₩109,579 total
includes taxes & fees
Jan 14 - Jan 15
Twi-Lite Inn
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
30.4 km from Old Town Winchester
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is ₩89,771
₩99,921 total
includes taxes & fees
Jan 9 - Jan 10
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
2.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (811)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ₩130,458
₩141,939 total
includes taxes & fees
Jan 19 - Jan 20
Fairfield Inn & Suites by Marriott 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.
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Where to stay in Old Town Winchester

Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Service was exceptional. It’s a small hotel, but was clean and great service. "
Danah 6-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is a historic neighborhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Be sure to check out Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighborhood.
Where is the best place to stay in Old Town Winchester?
Based on Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.
How many hotels can I expect to find in the Old Town Winchester area?
With 11 Expedia hotels and other accommodations in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.
If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals in Old Town Winchester.
Where can I learn more about changing or cancelling my trip to Old Town Winchester?
For additional details about rescheduling or cancelling your trip to Old Town Winchester, head over to our customer service page.
What is there to do around this Winchester neighborhood?
Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and Handley Regional Library are some other stops to visit in the neighborhood. A few places to visit in the area around Old Town Winchester include George Washington's Office, Mt Hebron Cemetery, and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.