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 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 top-notch restaurants or charming coffeehouses 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 charming coffeehouses or top-notch restaurants in this walkable area.
Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
Great place in the middle of everything. Beautiful rooms.
Reviewed on Apr 11, 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 Apr 13, 2026
La Quinta Inn & Suites by Wyndham Winchester
Mostly everything was satisfactory except the rooms. There was a ceiling to floor window through the wall into the bathroom. It was crazy because if you were sitting on the bed you could see someone in the shower or on the toilet. How does that even make sense. We had to hold up a towel each time ...
Reviewed on Apr 12, 2026
Sleep Inn & Suites Winchester near University
I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature
Reviewed on Mar 26, 2026
Microtel Inn & Suites by Wyndham Winchester
Hotel was very clean and seemed new. Room was ok but bathroom was small with no place to sit toiletries. Shower was a bit leaky around the head and didn't t have a great spray. Towels were kind of small and thin. Breakfast was a bit meager and the 24 hour coffee was cold and not very good.
Reviewed on Apr 13, 2026
Hampton Inn Winchester-University/Mall Area
Was a very nice stay. Breakfast was good. Room was good
Reviewed on Apr 12, 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.
