Winchester
Travel Guide
Visit Winchester
Where to stay in Winchester
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
La Quinta Inn & Suites by Wyndham Winchester
Cleanliness, kind efficient staff.
Reviewed on 23 Feb 2026
The George Washington Hotel, A Wyndham Grand Hotel
Fantastic
Reviewed on 19 Feb 2026
Sleep Inn & Suites Winchester near University
Hotel needs updating and repair. Had hole in bathroom door and securiity latch was broken.
Reviewed on 23 Feb 2026
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
The only complant is the toilet paper everything else great
Reviewed on 15 Feb 2026
Star view cabin-Riverfront
The property is beautiful and the house is welcoming and cozy. The views are gorgeous, the beds are comfy, and the hot tub is amazing. We will definitely be back!!!
Reviewed on 22 Feb 2026
Falling Leaf Cabin - Rustic Charm With Modern Decor!
The cabin was cozy and warm in this wintry weather. The host was easy to communicate with and everything went smoothly.
Reviewed on 18 Feb 2026
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 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 cosy cafes or top-notch restaurants in this walkable area.
Shenandoah University
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
ValleyHealth Winchester Medical Center
If ValleyHealth Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.
Patsy Cline Historic House
You can find out about the history of Winchester with a stop at Patsy Cline Historic House. While in this walkable area, you can savour 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 savour the top-notch restaurants.
