Winchester, VA
Travel Guide
Visit Winchester
Where to stay in Winchester
Old Town Winchester
Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Holiday Inn Winchester Se-Historic Gateway by IHG
The staff was extremely unpleasant to me.
Reviewed on 30 March 2026
La Quinta Inn & Suites by Wyndham Winchester
Easy check in, clean room, pool, exercise room.
Reviewed on 30 March 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 26 March 2026
Dreamtime - Modern A-frame Cabin w/ Hot tub
The house was beautiful and well taken care of. We had everything we needed to just hold up cozy in the house. The hot tub was a great ammenity.
Reviewed on 23 January 2026
Cozy Bear Cottage! Hot Tub! Warm toasty fireplace!
Didn't use the fireplace,but the kitchen was wonderful,had everything we needed,loved the set up,it was very inviting,the telephone was really interesting!!All the decor on the walls added made the area more interesting,thank you
Reviewed on 25 March 2026
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
The space was cozy and nice. The view of the river was absolutely breathtaking from the back porch! Quiet and relaxing.
Reviewed on 23 March 2026
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 University
Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
ValleyHealth Winchester Medical Center
Though ValleyHealth Winchester Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Winchester while you are here.
Apple Blossom Mall
You can enjoy retail therapy at Apple Blossom Mall during your visit to Winchester. While in this walkable area, you can savor the top-notch restaurants.
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.
