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.
Microtel Inn & Suites by Wyndham Winchester
Stayed over night during a long drive, nice clean room, friendly staff, decent breakfast, easy check in/out
Reviewed on 8 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester
Clean room; really comfortable bed. Great staff
Reviewed on 8 Jan 2026
Travelodge by Wyndham Winchester
All of the above mentioned and a great, nutritious and varied breakfast. Also, both regular and decaf coffee were available in the breakfast area whenever I wanted it. Lastly, plentiful parking.
Reviewed on 27 Dec 2025
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Everything was as described. Sparkling clean, very comfortable and wonderful views. We had a wonderful time.
Reviewed on 1 Dec 2025
Dreamtime - Modern A-frame Cabin w/ Hot tub
I took my Mother here for her 80th Bday getaway. It was so quiet and peaceful and relaxing. We had everything we needed. I was so impressed by the cleanliness and quaint decor of this A-Frame. The beds were wonderfully comfortable. We sat at the table and made dinners, did puzzles and listened to ...
Reviewed on 7 Dec 2025
Cozy Retreat - Hot tub + Mountain Views + Pets
The host was informative and responsive to all inquiries in a timely manner. The amenities were as listed. Overall wonderful relaxing experience.
Reviewed on 24 Dec 2025
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.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities 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.
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.
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.
