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Aug 18 - Aug 19
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Aug 22 - Aug 24
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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.

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, (1006)
"Wonderful stay! "
The price is ￥17,390
￥19,704 total
includes taxes & fees
Aug 31 - Sep 1
The George Washington Hotel, A Wyndham Grand Hotel
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, (483)
"Was very good "
The price is ￥18,560
￥22,258 total
includes taxes & fees
Aug 19 - Aug 20
The Inn at Charles Town - Hollywood Casino
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, (1001)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is ￥10,598
￥11,975 total
includes taxes & fees
Aug 20 - Aug 21
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, (1003)
"Nice, quiet, clean place to stay without blowing up your budget."
The price is ￥9,432
￥10,658 total
includes taxes & fees
Aug 31 - Sep 1
Days Inn by Wyndham Charles Town/Harpers Ferry
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, (225)
"The staff is awesome"
The price is ￥8,758
￥9,897 total
includes taxes & fees
Aug 19 - Aug 20
Travelodge By Wyndham Charles Town/Harpers Ferry
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (424)
"Excellent, historic, amazing breakfast and hostess"
The price is ￥23,808
￥26,902 total
includes taxes & fees
Sep 18 - Sep 19
The Carriage Inn B&B
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 ￥28,705
￥35,829 total
includes taxes & fees
Aug 19 - Aug 20
Hillbrook Inn
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 ￥35,552
￥39,214 total
includes taxes & fees
Aug 19 - Aug 20
L'Auberge Provencale Inn & Restaurant
Hampton Inn Martinsburg South-Inwood
Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (604)
"The property was very clean and the breakfast was excellent."
The price is ￥14,888
￥16,674 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Martinsburg South-Inwood
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, (453)
"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 ￥15,764
￥17,152 total
includes taxes & fees
Aug 19 - Aug 20
TownePlace Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
1 bedroom, pillowtop beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (692)
"The hotel was clean, staff was great and breakfast was great."
The price is ￥17,089
￥18,594 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott Winchester
APM Inn & Suites
Interior

APM Inn & Suites

2.0 star property
6.6 out of 10, (321)
"very nice and cheap place to stay"
The price is ￥7,948
￥9,004 total
includes taxes & fees
Aug 29 - Aug 30
APM Inn & Suites
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property entrance

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (862)
"We had a great stay. Clean and staff was friendly "
The price is ￥8,633
￥9,609 total
includes taxes & fees
Aug 24 - Aug 25
Baymont by Wyndham Front Royal Near Shenandoah National Park
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (793)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is ￥16,139
￥18,286 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Winchester N/Conference Center, VA
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1318)
"Pleasant stay"
The price is ￥11,657
￥12,682 total
includes taxes & fees
Sep 2 - Sep 3
Microtel Inn & Suites by Wyndham 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, (490)
"Lovely stay. Would stay again! "
The price is ￥14,277
￥15,533 total
includes taxes & fees
Aug 21 - Aug 22
Candlewood Suites Winchester by IHG
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Bed was comfortable, room was clean and very spacious "
The price is ￥11,241
￥12,230 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Winchester
Days Inn by Wyndham Winchester
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Days Inn by Wyndham Winchester

2.0 star property
6.6 out of 10, (436)
"I was unable to stay at this location and had to cancel with the hotel."
The price is ￥9,670
￥10,522 total
includes taxes & fees
Aug 20 - Aug 21
Days Inn by Wyndham Winchester
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1002)
"We have stayed here many of times love it!"
The price is ￥8,095
￥9,011 total
includes taxes & fees
Sep 3 - Sep 4
Super 8 by Wyndham Front Royal
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (696)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is ￥14,042
￥15,277 total
includes taxes & fees
Sep 1 - Sep 2
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.
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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 map

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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The hotel is beautiful and the staff is very accommodating. "
Jessica 2-night trip
Posted 3 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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.