Find hotels in Old Town Winchester, Winchester from ₩87,166

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Discover 357 Old Town Winchester hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great place to stay!"
The price is ₩131,717
₩143,308 total
includes taxes & fees
Aug 28 - Aug 29
Country Inn & Suites by Radisson, Winchester, VA
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (863)
"Nice rooms, staff was friendly "
The price is ₩148,043
₩161,070 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Winchester
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1003)
"We have stayed here many of times love it!"
The price is ₩91,316
₩101,638 total
includes taxes & fees
Aug 26 - Aug 27
Super 8 by Wyndham Front Royal
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1013)
"Wonderful stay! "
The price is ₩163,470
₩185,211 total
includes taxes & fees
Aug 31 - Sep 1
The George Washington Hotel, A Wyndham Grand Hotel
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1002)
"Always stay here. Quiet , clean and 2 mins from casino "
The price is ₩102,302
₩115,601 total
includes taxes & fees
Sep 7 - Sep 8
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillowtop beds, desk, blackout drapes

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.0 out of 10, Very Good, (1002)
"all our visits here have been good"
The price is ₩91,123
₩102,969 total
includes taxes & fees
Sep 3 - Sep 4
Days Inn by Wyndham Charles Town/Harpers Ferry
Hillbrook Inn
Property amenity

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (668)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is ₩275,332
₩342,962 total
includes taxes & fees
Aug 26 - Aug 27
Hillbrook Inn
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (484)
"Was very good "
The price is ₩179,852
₩215,272 total
includes taxes & fees
Aug 26 - Aug 27
The Inn at Charles Town - Hollywood Casino
Hampton Inn Martinsburg South-Inwood
Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (608)
"The property was very clean and the breakfast was excellent."
The price is ₩139,949
₩156,743 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Martinsburg South-Inwood
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is ₩126,086
₩137,182 total
includes taxes & fees
Sep 1 - Sep 2
TRU By Hilton Winchester
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillowtop beds, blackout drapes, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (226)
"The staff is awesome"
The price is ₩87,166
₩98,496 total
includes taxes & fees
Aug 26 - Aug 27
Travelodge By Wyndham Charles Town/Harpers Ferry
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Fantastic stay, thanks!"
The price is ₩139,949
₩158,515 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (754)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is ₩134,069
₩145,867 total
includes taxes & fees
Aug 31 - Sep 1
Fairfield Inn & Suites by Marriott Winchester
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (171)
"We had a fantastic trip here! The food and service was great. The rooms were sparkling clean and everything was top notch. We will definitely be making a returning trip. "
The price is ₩344,511
₩379,996 total
includes taxes & fees
Aug 26 - Aug 27
L'Auberge Provencale Inn & Restaurant
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1001)
"staff was amazing and room was great "
The price is ₩134,069
₩145,866 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Winchester
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is ₩104,668
₩113,879 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn Winchester
Candlewood Suites Winchester by IHG
Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (494)
"Lovely stay. Would stay again! "
The price is ₩113,454
₩123,438 total
includes taxes & fees
Aug 28 - Aug 29
Candlewood Suites Winchester by IHG
TownePlace Suites by Marriott Winchester
In-room safe, desk, iron/ironing board, bed sheets

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (454)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is ₩148,181
₩161,220 total
includes taxes & fees
Aug 26 - Aug 27
TownePlace Suites by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Clean and staff was great. "
The price is ₩113,454
₩127,594 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1326)
"Great place"
The price is ₩109,580
₩119,222 total
includes taxes & fees
Sep 15 - Sep 16
Microtel Inn & Suites by Wyndham 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.

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 Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.. "
Daniel 1-night trip
Posted 2 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 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.