Old Town Winchester
Winchester
Visit Old Town Winchester
Popular places to visit
Museum of the Shenandoah Valley
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Visit the top-notch restaurants or cosy cafes 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 savour the top-notch restaurants.
Bright Box Theater
Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
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 savour the top-notch restaurants.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.
Things to do
Shenandoah Tour: Self-Guided Drive
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Great place in the middle of everything. Beautiful rooms.
Reviewed on 11 Apr 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Very clean & functional room. Bed too soft and lLOUD thrumming noise all night long prevented sufficient sleep.
Reviewed on 13 Apr 2026
La Quinta Inn & Suites by Wyndham Winchester
The room was spacious and clean, the beds were incredibly comfortable. Every staff member went out of their way to be helpful!
Reviewed on 14 Apr 2026
Sleep Inn & Suites Winchester near University
Staff friendly rooms are very clean
Reviewed on 14 Apr 2026
Microtel Inn & Suites by Wyndham Winchester
Room was spotless and nice, staff were great. Breakfast was adequate, but not great.
Reviewed on 13 Apr 2026
Comfort Inn & Suites Winchester
Neat place and excellent stay
Reviewed on 13 Apr 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.
