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 Winchester Little Theater.
Travelodge by Wyndham Winchester
Safe, clean, respectful. Easy check-in. Good breakfast with fast service. Clean rooms.
Reviewed on 24 Oct 2025
Hampton Inn Winchester-University/Mall Area
Parking area felt very safe. Fruit available for breakfast.
Reviewed on 21 Oct 2025
La Quinta Inn & Suites by Wyndham Winchester
I would give a 5 star but except for the fruit flies that were in the breakfast area which the front desk said they were going to take care of. Everything else was great.
Reviewed on 23 Oct 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 15 Oct 2025
Canal Cabins
Yes, the cabin was very cozy.
Reviewed on 25 Sept 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 top-notch restaurants or cosy cafes 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 top-notch restaurants or cosy cafes in this walkable area.
Winchester Medical Center
If Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.
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.
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.
