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.

La Quinta Inn & Suites by Wyndham Winchester
Staff was very courteous and friendly throught our entire stay! Everything was updated and very clean. Kids LOVED the pool and breakfast.
Reviewed on 10 February 2026

Travelodge by Wyndham Winchester
Room was good for the price, staff was friendly and helpful
Reviewed on 4 February 2026

The George Washington Hotel, A Wyndham Grand Hotel
Clean nice room Great location for restaurants
Reviewed on 28 January 2026

Star view cabin-Riverfront
The host was exceptional and quick to respond to questions. Loved the cabin, it was in great condition, clean and very nicely set up. The views to the river and the mountains beyond were breath taking with the snow and ice from a recent storm.
Reviewed on 5 February 2026

Falling Leaf Cabin - Rustic Charm With Modern Decor!
Cabin was as described and easy access with great communication with the host.
Reviewed on 18 January 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
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 charming coffeehouses 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. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
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.
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.
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 savor the top-notch restaurants.
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.

