Old Town Winchester Hotels, Winchester

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6 Sept - 7 Sept
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7 Sept - 8 Sept
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12 Sept - 14 Sept
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19 Sept - 21 Sept

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358 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 AU$219
includes taxes & fees
2 Oct - 3 Oct
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, (2138)
"Great hotel for the money"
The price is AU$170
includes taxes & fees
8 Sept - 9 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, (1003)
"Great hotel! "
The price is AU$151
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Winchester Se-Historic Gateway 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, (486)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is AU$441
includes taxes & fees
26 Sept - 27 Sept
The Inn at Charles Town - Hollywood Casino
Candlewood Suites Winchester by IHG
Suite, 1 Bedroom

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (501)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is AU$136
includes taxes & fees
16 Sept - 17 Sept
Candlewood Suites Winchester by IHG
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place , great front desk staff, super clean & very quiet"
The price is AU$127
includes taxes & fees
21 Sept - 22 Sept
Quality Inn 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, (1004)
"Excellent ocation, clean, quiet and the attached Mexican restaurant is great"
The price is AU$121
includes taxes & fees
16 Sept - 17 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (758)
"Good location for our travels."
The price is AU$161
includes taxes & fees
16 Sept - 17 Sept
Fairfield Inn & Suites by Marriott Winchester
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, (231)
"The staff is awesome"
The price is AU$109
includes taxes & fees
11 Sept - 12 Sept
Travelodge By Wyndham Charles Town/Harpers Ferry
Hampton Inn Martinsburg South-Inwood
Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (612)
"The property was very clean and the breakfast was excellent."
The price is AU$182
includes taxes & fees
5 Oct - 6 Oct
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 AU$189
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Winchester
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (869)
"Nice rooms, staff was friendly "
The price is AU$178
includes taxes & fees
16 Sept - 17 Sept
Courtyard by Marriott Winchester
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, (1096)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is AU$115
includes taxes & fees
9 Sept - 10 Sept
Travelodge by Wyndham Winchester
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is AU$163
includes taxes & fees
21 Sept - 22 Sept
Spark by Hilton 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, (874)
"nice for a great stay!!"
The price is AU$94
includes taxes & fees
6 Oct - 7 Oct
Baymont by Wyndham Front Royal Near Shenandoah National Park
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (714)
"The hotel was clean, staff was great and breakfast was great."
The price is AU$193
includes taxes & fees
5 Oct - 6 Oct
SpringHill Suites by Marriott Winchester
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (699)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is AU$159
includes taxes & fees
22 Sept - 23 Sept
TRU By Hilton Winchester
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, (770)
"Great stay!"
The price is AU$152
includes taxes & fees
12 Sept - 13 Sept
Holiday Inn Express Winchester South-Stephens City 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, (1009)
"Always stay here. Quiet , clean and 2 mins from casino "
The price is AU$119
includes taxes & fees
5 Oct - 6 Oct
Rodeway Inn & Suites - Charles Town, WV
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (172)
"Wonderful staff and service!"
The price is AU$465
includes taxes & fees
10 Sept - 11 Sept
L'Auberge Provencale Inn & Restaurant
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

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 12 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.