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.
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.
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 Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
Location of hotel is great for walking to restaurants and shops.
Reviewed on Mar 18, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Convenient location. The pool is clean and fitness facility is quite good. Breakfast is excellent and in good service.
Reviewed on Mar 23, 2026
La Quinta Inn & Suites by Wyndham Winchester
Room was clean, lobby and staff friendly. This is our second time staying so we always enjoy coming.
Reviewed on Mar 23, 2026
Sleep Inn & Suites Winchester near University
The room was very clean. The staff are friendly. Nice place to stay.
Reviewed on Mar 23, 2026
Microtel Inn & Suites by Wyndham Winchester
"Wheelchair accessible" room was that, but the bathroom lacked either a show chair or bench or, even more crucially, grab bars in the shower. Otherwise everything was 5 stars, but this really knocks it down a notch.
Reviewed on Mar 23, 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.
