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Mar 8 - Mar 9
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Mar 9 - Mar 10
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Mar 13 - Mar 15
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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
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,007 reviews)
"Great hotel!"
United States
CHARLES
The price is ₩181,258
₩205,365 total
includes taxes & fees
Mar 15 - Mar 16
The George Washington Hotel, A Wyndham Grand Hotel
Restaurant

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, (651 reviews)
"Very clean, friendly staff would definitely stay there again. "
United States
John
The price is ₩145,104
₩162,516 total
includes taxes & fees
Mar 15 - Mar 16
Hampton Inn Martinsburg South-Inwood
Lobby lounge

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is ₩167,639
₩186,581 total
includes taxes & fees
Mar 13 - Mar 14
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby

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, (1,008 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is ₩116,012
₩129,121 total
includes taxes & fees
Mar 15 - Mar 16
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

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, (818 reviews)
"Great stay!"
United States
Rene
The price is ₩158,886
₩172,868 total
includes taxes & fees
Mar 15 - Mar 16
SpringHill Suites by Marriott Winchester
Exterior

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, (941 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is ₩158,738
₩172,708 total
includes taxes & fees
Mar 14 - Mar 15
Courtyard by Marriott Winchester
Free breakfast

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, (820 reviews)
"Great place to stay!!"
United States
Thomas
The price is ₩173,573
₩188,853 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express Hotel & Suites Winchester by IHG
Exterior

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, (1,006 reviews)
"Great stay"
United States
Lori
The price is ₩130,551
₩146,485 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

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, (1,002 reviews)
"Nice place to stay"
United States
Cynthia
The price is ₩99,026
₩111,900 total
includes taxes & fees
Mar 10 - Mar 11
Days Inn by Wyndham Charles Town/Harpers Ferry
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is ₩155,355
₩171,357 total
includes taxes & fees
Mar 15 - Mar 16
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Garden

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, (176 reviews)
"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 ₩305,755
₩337,248 total
includes taxes & fees
Mar 9 - Mar 10
L'Auberge Provencale Inn & Restaurant
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ₩144,763
₩161,121 total
includes taxes & fees
Mar 15 - Mar 16
Hampton Inn Front Royal
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, free cribs/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay, as usual"
United States
Mary
The price is ₩131,144
₩142,684 total
includes taxes & fees
Mar 15 - Mar 16
Quality Inn Winchester
Property amenity

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
24.4 km from Old Town Winchester
9.6 out of 10, Exceptional, (565 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is ₩169,122
₩189,509 total
includes taxes & fees
Mar 15 - Mar 16
TownePlace Suites by Marriott Front Royal
Winery

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, (930 reviews)
"Nice staff "
United States
Anthony
The price is ₩88,270
₩98,243 total
includes taxes & fees
Mar 15 - Mar 16
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby

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, (1,000 reviews)
"Excellent, very nice front desk folks, great room, lived the availability to make tea"
United States
Barbara
The price is ₩103,847
₩115,582 total
includes taxes & fees
Mar 9 - Mar 10
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Free daily buffet breakfast

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,290 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is ₩167,713
₩182,472 total
includes taxes & fees
Mar 10 - Mar 11
La Quinta Inn & Suites by Wyndham Winchester
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very Good, (546 reviews)
"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 ₩106,814
₩118,890 total
includes taxes & fees
Mar 9 - Mar 10
Twi-Lite Inn
In-room safe, desk, laptop workspace, blackout drapes

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, (557 reviews)
"Clean rooms, great shower water pressure, friendly staff "
United States
Lorenzo
The price is ₩139,452
₩151,721 total
includes taxes & fees
Mar 16 - Mar 17
Candlewood Suites Winchester by IHG
Lobby

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,002 reviews)
"Great stay!"
United States
gary
The price is ₩135,298
₩147,205 total
includes taxes & fees
Mar 15 - Mar 16
Country Inn & Suites by Radisson, Winchester, VA
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.
A nice 3 block outdoor downtown shopping area with dining and bars also.
Photo by Fernando Begay
Open Photo by Fernando Begay

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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Excellent "
Jennie 1-night trip
Posted 13 hours ago
La Quinta 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 12 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.