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26 Aug - 27 Aug
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Top Trending Hotels Near Old Town Winchester, Winchester

Our top choices for Old Town Winchester hotels

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great place to stay!"
The price is ฿3,085
฿3,357 total
includes taxes & fees
2 Sept - 3 Sept
Country Inn & Suites by Radisson, Winchester, VA
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (864)
"Nice rooms, staff was friendly "
The price is ฿3,468
฿3,773 total
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Winchester
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1003)
"We have stayed here many of times love it!"
The price is ฿2,139
฿2,381 total
includes taxes & fees
2 Sept - 3 Sept
Super 8 by Wyndham Front Royal
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, (1015)
"Wonderful stay! "
The price is ฿3,838
฿4,349 total
includes taxes & fees
1 Sept - 2 Sept
The George Washington Hotel, A Wyndham Grand Hotel
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, (1002)
"Always stay here. Quiet , clean and 2 mins from casino "
The price is ฿2,457
฿2,777 total
includes taxes & fees
21 Sept - 22 Sept
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, desk, blackout curtains

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.0 out of 10, Very good, (1000)
"all our visits here have been good"
The price is ฿2,082
฿2,352 total
includes taxes & fees
2 Sept - 3 Sept
Days Inn by Wyndham Charles Town/Harpers Ferry
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 ฿6,449
฿8,033 total
includes taxes & fees
8 Sept - 9 Sept
Hillbrook Inn
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, (484)
"Was very good "
The price is ฿4,213
฿5,042 total
includes taxes & fees
1 Sept - 2 Sept
The Inn at Charles Town - Hollywood Casino
Hampton Inn Martinsburg South-Inwood
Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (609)
"The property was very clean and the breakfast was excellent."
The price is ฿3,453
฿3,867 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Martinsburg South-Inwood
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is ฿3,128
฿3,404 total
includes taxes & fees
22 Sept - 23 Sept
TRU By Hilton 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, (227)
"The staff is awesome"
The price is ฿1,954
฿2,208 total
includes taxes & fees
1 Sept - 2 Sept
Travelodge By Wyndham Charles Town/Harpers Ferry
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Fantastic stay, thanks!"
The price is ฿3,286
฿3,722 total
includes taxes & fees
7 Sept - 8 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (754)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is ฿3,140
฿3,417 total
includes taxes & fees
2 Sept - 3 Sept
Fairfield Inn & Suites by Marriott Winchester
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 ฿8,089
฿8,922 total
includes taxes & fees
27 Aug - 28 Aug
L'Auberge Provencale Inn & Restaurant
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1002)
"staff was amazing and room was great "
The price is ฿3,148
฿3,425 total
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Winchester
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place , great front desk staff, super clean & very quiet"
The price is ฿2,457
฿2,674 total
includes taxes & fees
21 Sept - 22 Sept
Quality Inn 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, (496)
"Lovely stay. Would stay again! "
The price is ฿2,664
฿2,898 total
includes taxes & fees
31 Aug - 1 Sept
Candlewood Suites Winchester by IHG
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, (454)
"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 ฿3,471
฿3,776 total
includes taxes & fees
2 Sept - 3 Sept
TownePlace Suites by Marriott 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, (1010)
"Clean and staff was great. "
The price is ฿2,664
฿2,996 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1326)
"Great place"
The price is ฿2,573
฿2,799 total
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham 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 for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester

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

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Good location, attractive lobby and nice indoor pool and hot tub"
Barbara 1-night trip
Posted 2 weeks ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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 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.