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Our top choices for Old Town Winchester hotels

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is ¥20,901
¥23,682 total
includes taxes & fees
Apr 22 - Apr 23
The George Washington Hotel, A Wyndham Grand Hotel

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (870 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ¥16,970
¥19,228 total
includes taxes & fees
Apr 18 - Apr 19
Hampton Inn Winchester N/Conference Center, VA

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,282 reviews)
"Room was clean, lobby and staff friendly. This is our second time staying so we always enjoy coming."
United States
Miriam
The price is ¥17,547
¥19,091 total
includes taxes & fees
Apr 1 - Apr 2
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
7.8 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,095 reviews)
"Great location; easy access off hwy. Very nice staff; clean room; comfortable beds and nice breakfast!"
United States
Theresa
The price is ¥16,481
¥17,930 total
includes taxes & fees
Apr 26 - Apr 27
Comfort Inn & Suites Winchester

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1,003 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is ¥10,899
¥12,316 total
includes taxes & fees
Apr 14 - Apr 15
Rodeway Inn & Suites Charles Town

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
29.5 km from Old Town Winchester
7.0 out of 10, Good, (272 reviews)
"Decent continental breakfast. Night staff is friendly and helpful. Accessible. "
United States
David
The price is ¥10,220
¥11,548 total
includes taxes & fees
Mar 31 - Apr 1
Travelodge By Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.6 km from Old Town Winchester
8.0 out of 10, Very Good, (1,002 reviews)
"Very accessible to restaurants and stores"
United States
Scott
The price is ¥10,843
¥12,253 total
includes taxes & fees
Apr 23 - Apr 24
Days Inn by Wyndham Charles Town/Harpers Ferry

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
2.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (830 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ¥14,853
¥16,160 total
includes taxes & fees
Apr 14 - Apr 15
Fairfield Inn & Suites by Marriott Winchester

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,000 reviews)
"The national park was close by. That’s why we chose this location. That’s the only positive thing I can say. The rooms weren’t clean. The bathroom was disgusting. I stay in a lot of places to simply shower and sleep, but I wouldn’t stay here again. "
United States
Alayna
The price is ¥10,388
¥11,563 total
includes taxes & fees
Apr 6 - Apr 7
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (676 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is ¥27,547
¥34,861 total
includes taxes & fees
Apr 5 - Apr 6
Hillbrook Inn

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is ¥14,171
¥15,418 total
includes taxes & fees
Apr 6 - Apr 7
Quality Inn Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is ¥18,094
¥20,139 total
includes taxes & fees
Apr 13 - Apr 14
Hampton Inn Front Royal

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.2 out of 10, Very Good, (262 reviews)
"Nice place for the price, in this town it's pretty much the best place to stay if you don't want to pay 150+ "
United States
James
The price is ¥9,939
¥11,063 total
includes taxes & fees
Mar 31 - Apr 1
Relax Inn Motel

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very Good, (548 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is ¥12,023
¥13,382 total
includes taxes & fees
Mar 31 - Apr 1
Twi-Lite Inn

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is ¥14,197
¥16,085 total
includes taxes & fees
Apr 12 - Apr 13
Spark by Hilton Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,460 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is ¥14,620
¥15,907 total
includes taxes & fees
Apr 28 - Apr 29
Microtel Inn & Suites by Wyndham Winchester

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.6 km from Old Town Winchester
The price is ¥15,643
¥17,723 total
includes taxes & fees
Apr 5 - Apr 6
Home2 Suites By Hilton Winchester

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,001 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is ¥14,620
¥15,907 total
includes taxes & fees
Apr 21 - Apr 22
Country Inn & Suites by Radisson, Winchester, VA

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (950 reviews)
"Great location"
Canada
jim
The price is ¥17,153
¥18,663 total
includes taxes & fees
Apr 8 - Apr 9
Courtyard by Marriott Winchester

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
29.3 km from Old Town Winchester
9.6 out of 10, Exceptional, (443 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is ¥23,424
¥26,470 total
includes taxes & fees
Apr 14 - Apr 15
The Carriage Inn B&B
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

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

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?
With 12 Expedia hotels and other accommodations 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, 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 George Washington's Office are some other stops to visit in the neighborhood. A few places to visit in the area around Old Town Winchester include Handley Regional Library, 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.