Top Old Town Winchester Hotels

A white neoclassical building with columns, an American flag, and a clock tower.

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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

A red brick church with a blue door and a clock tower.

Winchester Historic District

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

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Top Old Town Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Clean room, great shower. A block from the walking mall with lots of food, shopping, and a few breweries. Highly recommend."

Comfort Inn & Suites Winchester

8/10 Good

"We had a very nice room on the 4th floor. Staff was quite friendly and helpful. The breakfadt attendant especially took my attention as she was helpful to a tired mom struggling with a toddler, eagerly cleaned the area afterwards when mom was trying to multitask. She doted over customers, took pride to make sure everyone had what she could offer for breakfast and the area was spotless. Our room was clean, however the bar soap from previous guests sat out on our sink; slimey and in standing water on the tray. The fridge did not have a freezer, so we had to use ice instead of our ice packs for our cooler for the next days adventures. Not horrible issues and we didnt stay for any length of time. Would definitely visit again. Parking was convenient for our 3/4 ton pick-up. Was honestly much better than I thought it would be. Fairly newer build."

Hampton Inn Front Royal

10/10 Excellent

"Really enjoyed our stay at the Hampton Inn, in Front Royal. My wife and I took a trip to do a hiking weekend in Shenandoah National Park. With the hotel being close to the park, as well as just outside a relatively large town, so we'd have stuff to do in the evenings, the location was great. The room was very comfortable, and staff were extremely friendly and helpful. Everything was clean, and they had a great breakfast (which opened early...key for getting a really early start to the day before we hit the trails) The only downside was, we did pick the hotel based off all those factors, but as well as it having an indoor pool. After a day hiking up and down Old Rag, a late afternoon in the pool to decompress and recover was going to be what we needed...unfortunately we did not find out until after we arrived, the pool was out of service. So that was a little disappointing, but we made the best of it."

Super 8 by Wyndham Front Royal Near Shenandoah National Park

8/10 Good

"The hotel is in a great location for access to the Shenandoah National Park and a short walk in to historic Front Royal. Whilst it appears a little tired it was comfortable and had everything we needed. Breakfast was a little basic compared to others but for the price it was good value."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Good bed, nice size room, desk clerk was very helpful in getting us on the non-highway side of the property (which was then very quiet). Breakfast OK, lots of restaurants around the property and a movie theatre. Good location for Winchester"

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 our traveler data, The George Washington Hotel, A Wyndham Grand Hotel is one of the top choices for your stay 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 13 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 Handley Regional Library are some other stops to visit in the neighborhood. 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.

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Our top choices for Old Town Winchester hotels

1. The George Washington Hotel, A Wyndham Grand Hotel

2. La Quinta Inn & Suites by Wyndham Winchester

3. Spark by Hilton Winchester

4. Travelodge by Wyndham Winchester

5. Hampton Inn Winchester-University/Mall Area

6. Comfort Inn & Suites Winchester

7. Red Roof Inn Winchester, VA

8. Microtel Inn & Suites by Wyndham Winchester

9. APM Inn & Suites

10. Hilton Garden Inn Winchester

11. Fairfield Inn & Suites by Marriott Winchester

12. TownePlace Suites by Marriott Winchester

13. Courtyard by Marriott Winchester

14. TRU By Hilton Winchester

15. Hampton Inn Winchester N/Conference Center, VA

16. Sleep Inn & Suites Winchester near University

17. Holiday Inn Winchester Se-Historic Gateway by IHG

18. Super 8 by Wyndham Winchester VA

19. SpringHill Suites by Marriott Winchester

20. Quality Inn Winchester

Where to stay in Old Town Winchester

Winchester Historic District

Top Old Town Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

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