Old Town Winchester, VA
Winchester
Visit Old Town Winchester
Popular places to visit
Museum of the Shenandoah Valley
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Shenandoah Valley Discovery Museum
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.
Bright Box Theater
Enjoy a show at Bright Box Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Old Court House Civil War Museum
You can study the exhibits at Old Court House Civil War Museum, a museum with a story of its own, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
Room was clean but a lil noisy. We didn't have the best room location. Must have been close to a staff area
Reviewed on 2 March 2026
La Quinta Inn & Suites by Wyndham Winchester
Room was great. Check in was easy.
Reviewed on 3 March 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Great room and service
Reviewed on 2 March 2026
Hampton Inn Winchester-University/Mall Area
I sent a message to the Hotel as we had to head directly home - as my wife was feeling ill; but I'm not sure the Hotel received my message and canceled the reservation. I'm surprised I didn't get a response.
Reviewed on 18 February 2026
The Inn at Charles Town - Hollywood Casino
Had the breakfast which was very good with the selection that was offered very clean room
Reviewed on 2 March 2026
Microtel Inn & Suites by Wyndham Winchester
Good staff, clean room
Reviewed on 1 March 2026
Check Old Town Winchester hotel availability
Other neighborhoods around Old Town Winchester
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
