Find hotels in Old Town Winchester, Winchester from ￥7,875

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Discover 351 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
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Great location and clean hotel"
The price is ￥18,847
￥21,354 total
includes taxes & fees
Jul 27 - Jul 28
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, (472)
"Very liked most everything."
The price is ￥17,409
￥20,986 total
includes taxes & fees
Jul 22 - Jul 23
The Inn at Charles Town - Hollywood Casino
Rodeway Inn & Suites - Charles Town, WV
Enjoy a selection of drinks at our bar, where you can sit and relax in comfortable seating.

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (991)
"It has a fridge and microwave, yea!"
The price is ￥10,750
￥12,148 total
includes taxes & fees
Aug 13 - Aug 14
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Comfortable bed centered against a wall, with two bedside tables and lamps.

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.2 out of 10, Very Good, (1003)
"Nice, quiet, clean place to stay without blowing up your budget."
The price is ￥9,933
￥11,224 total
includes taxes & fees
Aug 18 - Aug 19
Days Inn by Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry
Cozy retreat with a neatly made bed, two bedside tables, and a dark headboard.

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (209)
"Staff was friendly. Rooms were big and clean. Nice place"
The price is ￥8,854
￥10,006 total
includes taxes & fees
Jul 22 - Jul 23
Travelodge By Wyndham Charles Town/Harpers Ferry
The Carriage Inn B&B
Stroll through the beautifully landscaped garden, featuring a variety of plants and a classical statue.

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (423)
"Excellent, historic, amazing breakfast and hostess"
The price is ￥20,809
￥23,516 total
includes taxes & fees
Jul 29 - Jul 30
The Carriage Inn B&B
Hillbrook Inn
Meetings take place in this well-appointed room with a long table and comfortable chairs, surrounded by a stone wall and a fireplace.

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 ￥28,132
￥35,228 total
includes taxes & fees
Jul 22 - Jul 23
Hillbrook Inn
L'Auberge Provencale Inn & Restaurant
Relax on the covered porch with comfortable seating and a beautiful view of the surrounding yard.

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is ￥35,704
￥39,381 total
includes taxes & fees
Aug 3 - Aug 4
L'Auberge Provencale Inn & Restaurant
Hampton Inn Martinsburg South-Inwood
Relax in this inviting space with a dining area and living space, featuring a sofa, coffee table, and side table with a vase and plant.

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (595)
"The property was very clean and the breakfast was excellent."
The price is ￥15,052
￥16,858 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn Martinsburg South-Inwood
TownePlace Suites by Marriott Winchester
Enjoy meals and relaxation in this compact room with a kitchenette, dining area, and sofa.

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (445)
"Staff was amazing! "
The price is ￥15,938
￥17,340 total
includes taxes & fees
Jul 23 - Jul 24
TownePlace Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
Relax in a spacious room with a large bed, desk, and window offering a view of the outdoors.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (659)
"Great Location. Great stay "
The price is ￥16,607
￥18,069 total
includes taxes & fees
Jul 27 - Jul 28
SpringHill Suites by Marriott Winchester
APM Inn & Suites
Enjoy dining and socializing in this stylish space with a round table, sofas, and a bench, surrounded by artwork and large windows offering a view.

APM Inn & Suites

2.0 star property
6.6 out of 10, (314)
"very nice and cheap place to stay"
The price is ￥7,875
￥8,922 total
includes taxes & fees
Aug 11 - Aug 12
APM Inn & Suites
Baymont by Wyndham Front Royal Near Shenandoah National Park
Enter through the double glass doors into a welcoming space.

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (853)
"We had a great stay. Clean and staff was friendly "
The price is ￥8,728
￥9,714 total
includes taxes & fees
Jul 27 - Jul 28
Baymont by Wyndham Front Royal Near Shenandoah National Park
Hampton Inn Winchester N/Conference Center, VA
Welcome to our reception area, featuring a central desk, a refrigerated display case, and a patterned rug.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (782)
"Well kept, clean, good breakfast."
The price is ￥17,582
￥19,920 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn Winchester N/Conference Center, VA
Microtel Inn & Suites by Wyndham Winchester
Relax in the stylish lobby with sofas, armchairs, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1314)
"Clean comfortable room, friendly staff. "
The price is ￥12,500
￥13,600 total
includes taxes & fees
Jul 27 - Jul 28
Microtel Inn & Suites by Wyndham Winchester
Candlewood Suites Winchester by IHG
Relax in a stylish room with a comfortable bed, sofa, and framed artwork.

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (483)
"Lovely stay. Would stay again! "
The price is ￥14,435
￥15,705 total
includes taxes & fees
Aug 1 - Aug 2
Candlewood Suites Winchester by IHG
Quality Inn
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place , great front desk staff, super clean & very quiet"
The price is ￥12,522
￥13,623 total
includes taxes & fees
Jul 27 - Jul 28
Quality Inn
Days Inn by Wyndham Winchester
Relax in a stylish room with two single beds, a desk, and a seating area, offering a view of the outdoors.

Days Inn by Wyndham Winchester

2.0 star property
6.6 out of 10, (428)
"Neighborhoods were"
The price is ￥10,045
￥10,929 total
includes taxes & fees
Jul 30 - Jul 31
Days Inn by Wyndham Winchester
Super 8 by Wyndham Front Royal
Relax in our welcoming lobby, featuring a reception desk, comfortable seating area, and dining space.

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1002)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is ￥11,012
￥12,256 total
includes taxes & fees
Jul 22 - Jul 23
Super 8 by Wyndham Front Royal
TRU By Hilton Winchester
Enjoy a convenient food service area with a variety of snacks and drinks, a digital ordering system, and a refrigerated display.

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (684)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is ￥14,420
￥15,689 total
includes taxes & fees
Aug 11 - Aug 12
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.

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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Bed was comfortable. Had reasonable breakfast. Able to walk to restaurants and grocery store in same parking lot. "
Barbara 6-night trip
Posted 22 hours ago
Comfort Inn & Suites

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?

Expedia has 9 Old Town Winchester hotels and other accommodations, and one might make a good home base for venturing out into 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.