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.
La Quinta Inn & Suites by Wyndham Winchester
Comfortable and clean room.
Reviewed on 9 Dec 2025
Microtel Inn & Suites by Wyndham Winchester
This was either the 3rd or 4th time for me staying at this hotel over the last few years and the hotel pretty much looks the same. Looks clean and doesn't seem to have much normal wear and tear that most hotels have. Looks as new as it did the first time I stayed.
Reviewed on 11 Dec 2025
Comfort Inn & Suites Winchester
Great accomodations!!
Reviewed on 6 Dec 2025
Dreamtime - Modern A-frame Cabin w/ Hot tub
Everything about this place is top notch! We enjoyed Dreamtime cabin so much we probably spent more time in the cabin than out exploring. The home is well stocked with everything you could need from shampoo to kitchen supplies. We brought food to make all our meals in and had everything we needed. ...
Reviewed on 24 Nov 2025
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
My husband and I stayed at The Walden from November 21st to November 23rd, and it was an unforgettable experience. The home was spotless, beautifully maintained, and thoughtfully designed inside and out. The views from the property are absolutely stunning, adding to the peaceful and romantic atmosphere.We ...
Reviewed on 23 Nov 2025
Cabin w New Hot Tub, River/Kayak, WiFi, & Fire Pit
I had a wonderful time here! Hot tub was warm and clean when we arrived! We spent every morning and evening on the screened porch. It was so peaceful.I would absolutely stay here again.
Reviewed on 13 Oct 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 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.
