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 Shenandoah Valley Discovery Museum.
Spark by Hilton Winchester
It was a nice hotel and very worth the price we paid! The Continental breakfast was great and had a lot of choices. The staff was very attentive as well.
Reviewed on 7 May 2026
TRU By Hilton Winchester
We got exactly what we needed for our one night stand on the route from Florida to New York - clean room, efficient service, decent breakfast with good Lavazza brand coffee, quiet surroundings, convenient parking. Overall, very good impression on this TRU by Hilton property at Winchester, Virginia. ...
Reviewed on 8 May 2026
Microtel Inn & Suites by Wyndham Winchester
Quiet. Very nice front desk lady gave us extra blankets when we asked. Great breakfast!
Reviewed on 6 May 2026
Dreamtime - Modern A-frame Cabin w/ Hot tub
Loved this cabin. Absolutely gorgeous area. Highly recommend.
Reviewed on 13 Apr 2026
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Nice.
Reviewed on 4 May 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Wonderful cabin with pretty view from the deck!
Reviewed on 8 May 2026
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.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space 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.
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.
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.
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 savour the top-notch restaurants.
