Old Town Winchester Hotels, Winchester

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24 Jul - 25 Jul
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25 Jul - 26 Jul
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25 Jul - 27 Jul
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1 Aug - 3 Aug

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

Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1009)
"Great stay for a great price!"
The price is NZ$179
includes taxes & fees
29 July - 30 July
Country Inn & Suites by Radisson, Winchester, VA
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 NZ$400
includes taxes & fees
6 Aug - 7 Aug
L'Auberge Provencale Inn & Restaurant
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, (1004)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is NZ$116
includes taxes & fees
29 July - 30 July
Super 8 by Wyndham Front Royal
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, (1007)
"Great location and clean hotel"
The price is NZ$237
includes taxes & fees
7 Aug - 8 Aug
The George Washington Hotel, A Wyndham Grand Hotel
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, (994)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is NZ$135
includes taxes & fees
28 July - 29 July
Rodeway Inn & Suites - Charles Town, WV
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, (474)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
The price is NZ$233
includes taxes & fees
28 July - 29 July
The Inn at Charles Town - Hollywood Casino
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 NZ$392
includes taxes & fees
27 July - 28 July
Hillbrook Inn
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, (1318)
"Clean comfortable room, friendly staff. "
The price is NZ$148
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Enjoy dining at this stylish restaurant with a central bar, high-top tables, and cozy booths.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Fantastic stay, thanks!"
The price is NZ$220
includes taxes & fees
14 Aug - 15 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Hampton Inn Front Royal
Classic hotel exterior with a symmetrical facade, large windows, and a prominent entrance.

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great stay!"
The price is NZ$202
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal
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, (1007)
"Nice, quiet, clean place to stay without blowing up your budget."
The price is NZ$126
includes taxes & fees
13 Aug - 14 Aug
Days Inn by Wyndham Charles Town/Harpers Ferry
Comfort Inn & Suites
Welcome to Comfort Inn & Suites, featuring a modern exterior with a brick and beige facade and a welcoming entrance.

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1011)
"Perfect stay for our family while on the road"
The price is NZ$176
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites
Fairfield Inn & Suites by Marriott Winchester
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (740)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NZ$174
includes taxes & fees
31 July - 1 Aug
Fairfield Inn & Suites by Marriott Winchester
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, (210)
"Staff was friendly. Rooms were big and clean. Nice place"
The price is NZ$111
includes taxes & fees
27 July - 28 July
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (685)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is NZ$173
includes taxes & fees
20 Aug - 21 Aug
TRU By Hilton Winchester
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, (446)
"Staff was amazing! "
The price is NZ$193
includes taxes & fees
27 July - 28 July
TownePlace Suites by Marriott Winchester
Relax Inn Motel
Welcome to Relax Inn, a motel with a brick exterior and upper-floor balcony.

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (236)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is NZ$127
includes taxes & fees
28 July - 29 July
Relax Inn Motel
Wayside Inn
Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is NZ$197
includes taxes & fees
29 July - 30 July
Wayside Inn
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, (661)
"Great Location. Great stay "
The price is NZ$202
includes taxes & fees
27 July - 28 July
SpringHill Suites by Marriott Winchester
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, (1006)
"Great place , great front desk staff, super clean & very quiet"
The price is NZ$153
includes taxes & fees
30 July - 31 July
Quality Inn
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.

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
"Our room was clean and we enjoyed the complimentary breakfast. Staff was friendly and accomadating."
Georgia 3-night trip
Posted 18 hours 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?

Expedia has 9 Old Town Winchester hotels and other accommodation options, 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, 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.