Winchester Travel Guide
Tourist 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
Room was great. Check in was easy.
Reviewed on 3 Mar 2026
The George Washington Hotel, A Wyndham Grand Hotel
Room was clean but a lil noisy. We didn't have the best room location. Must have been close to a staff area
Reviewed on 2 Mar 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
Yes
Reviewed on 3 Mar 2026
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
The only complant is the toilet paper everything else great
Reviewed on 15 Feb 2026
Star view cabin-Riverfront
The cabin is great, perfect for my wife and me. The bed was comfy and the gas fireplace was a plus. We also enjoyed the ease of access to the hot tub and the beautiful views. We loved being able to have our small dog with us, and she gave the experience two paws up! One thing would've been helpful, ...
Reviewed on 3 Mar 2026
Falling Leaf Cabin - Rustic Charm With Modern Decor! Newly Renovated Kitchen!
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.
Apple Blossom Mall
You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour the top-notch restaurants.
