Old Town Winchester
Winchester
Visit Old Town Winchester
Popular places to visit
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.
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 cosy cafes 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. 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.
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Staff was amazing! Benjamin and Carla are two of the kindest people ever!
Reviewed on 4 Jan, 2026
Microtel Inn & Suites by Wyndham Winchester
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.
Reviewed on 14 Jan, 2026
La Quinta Inn & Suites by Wyndham Winchester
Staff was absolutely wonderful. Hotel was verybeasy to work with the entire time. I would recommend this place.
Reviewed on 10 Jan, 2026
Travelodge by Wyndham Winchester
Basic accomodations but OK for the price. Everything worked fine andd hotel easy to get to from I-81.
Reviewed on 8 Jan, 2026
Comfort Inn & Suites Winchester
Clean room
Reviewed on 9 Jan, 2026
Quality Inn Winchester
Clean room, front dest service.
Reviewed on 5 Jan, 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 Handley Regional Library.
