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 Winchester Little Theater.
Red Roof Inn Winchester, VA
Good stay for an overnight trip. Kumar treated us like very special people! Clean and very comfortable. Only problem - ADA shower very difficult to use for someone less then 5’4. Reaching the shower head was impossible. Would not recommend this place for special needs.
Reviewed on Oct 22, 2025
La Quinta Inn & Suites by Wyndham Winchester
Amazing
Reviewed on Oct 27, 2025
Comfort Inn & Suites Winchester
Front desk manager Roy was very nice. Tried his best to accommodate us. I didn’t realize this was a pet friendly place when I booked the rooms. Dogs were everywhere, and some could be heard barking. Plus I’m allergic! But the roomed were clean. Dogs quieted down and the stay was good. Roy was a good ...
Reviewed on Oct 26, 2025
Canal Cabins
Great place for bikers to stay
Reviewed on Oct 25, 2025
Road Haven 1830
This cottage was super clean and cozy!!! The back yard was so relaxing with many games to keep adults and young kids entertained . I would highly recommend this place. I would live to stay again. The owner was very sweet also ❤️
Reviewed on Oct 15, 2025
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.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Winchester Medical Center
Though 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.
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.
