Old Town Winchester
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 top-notch restaurants or charming coffeehouses 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.
George Washington's Office
You can learn about the history of Winchester when you stop by George Washington's Office. While in this walkable area, you can savor the top-notch restaurants.
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Great stay!
Reviewed on Mar 15, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Very clean, nice bar/restaurant, convenient location. Excellent breakfast! Will definitely stay again when traveling 😄
Reviewed on Mar 14, 2026
La Quinta Inn & Suites by Wyndham Winchester
Not your average hotel. Unique room layout, modern lobby and friendly staff!
Reviewed on Mar 15, 2026
Sleep Inn & Suites Winchester near University
This is the dirtiest hotel I’ve ever stayed at. There was an earwig in the bathroom. The bed cover was dirty, everything was dingy. The walls, the chair. The one side of the mattress springs were so wore and broken. The plug in the bathroom didn’t work. The handicap bar was out of the wall. You can ...
Reviewed on Mar 15, 2026
Microtel Inn & Suites by Wyndham Winchester
Clean rooms.
Reviewed on Mar 7, 2026
Hampton Inn Winchester-University/Mall Area
Nice lobby, nice room, ample parking, good breakfast selection, good area around the hotel
Reviewed on Mar 15, 2026
Check Old Town Winchester hotel availability
Other neighbourhoods 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.
