Old Town Winchester Hotels, Winchester

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18 Aug - 19 Aug
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19 Aug - 20 Aug
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22 Aug - 24 Aug
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29 Aug - 31 Aug

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357 Cheap Hotels in Old Town Winchester - Specials, Reviews, & Last Minute Deals

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 NZ$226
includes taxes & fees
31 Aug - 1 Sept
The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2130)
"One of our fave places to stay when we visit Winchester. "
The price is NZ$189
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham 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, (1002)
"Great location,the hotel was very nice and the breakfast was great."
The price is NZ$163
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Candlewood Suites Winchester by IHG
Suite, 1 Bedroom

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (490)
"Lovely stay. Would stay again! "
The price is NZ$178
includes taxes & fees
20 Aug - 21 Aug
Candlewood Suites Winchester by IHG
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 NZ$258
includes taxes & fees
16 Sept - 17 Sept
The Inn at Charles Town - Hollywood Casino
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great place , great front desk staff, super clean & very quiet"
The price is NZ$140
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (751)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NZ$178
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley
Lift

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1006)
"A great hotel. Would definitely stay here again. "
The price is NZ$126
includes taxes & fees
1 Sept - 2 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, 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 NZ$114
includes taxes & fees
19 Aug - 20 Aug
Travelodge By Wyndham Charles Town/Harpers Ferry
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 NZ$459
includes taxes & fees
25 Aug - 26 Aug
L'Auberge Provencale Inn & Restaurant
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (765)
"Always great!"
The price is NZ$147
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express Winchester South-Stephens City by IHG
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (862)
"Nice rooms, staff was friendly "
The price is NZ$186
includes taxes & fees
22 Aug - 23 Aug
Courtyard by Marriott Winchester
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 NZ$110
includes taxes & fees
24 Aug - 25 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
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 NZ$191
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Martinsburg South-Inwood
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (490)
"Having the restaurant on site is so convenient!"
The price is NZ$218
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Winchester
Sleep Inn & Suites Winchester near University
Lobby

Sleep Inn & Suites Winchester near University

2.5 star property
7.8 out of 10, Good, (1005)
"Great stay offered a haven on a long trip!"
The price is NZ$133
includes taxes & fees
18 Sept - 19 Sept
Sleep Inn & Suites Winchester near University
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1086)
"Good location great value friendly staff"
The price is NZ$127
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Winchester
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk person was very helpful"
The price is NZ$171
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Winchester
Holiday Inn Express Hotel & Suites Winchester by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
9.0 out of 10, Wonderful, (778)
"Was nice"
The price is NZ$200
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Hotel & Suites Winchester by IHG
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 NZ$137
includes taxes & fees
20 Aug - 21 Aug
Rodeway Inn & Suites - Charles Town, WV
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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Our guide on where to stay in Old Town Winchester

Find the best Old Town Winchester areas 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

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Very nice hotel. The check-in went well and the room was clean. I think the breakfast area would have been better with more employees working there."
Christopher 1-night trip
Posted 2 days ago
Hampton Inn Front Royal

Frequently asked questions

What is Old Town Winchester like?

Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighbourhood.

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 should I expect to find in the Old Town Winchester area?

With 11 Expedia hotels and other accommodation options 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, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.

What is there to do around this Winchester neighbourhood?

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 worth a visit in the neighbourhood. 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.