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 Shenandoah Valley Discovery Museum.

Spark by Hilton Winchester
We got in late, and the person at the front desk was a DREAM, even getting us a rollaway bed and making sure we had everything we needed. We will definitely stay there again!
Reviewed on 5 May 2026

Travelodge by Wyndham Winchester
Great check in; bed comfortable; could improve plug ins for cell phones and update lights. Sofa/furniture could becould be updated.
Reviewed on 3 May 2026

The George Washington Hotel, A Wyndham Grand Hotel
Staff was excellent- friendly, courteous. Helpful. Gym - small - but clean and most that you need. Pool - beautiful- on smaller side. Great bar vibe. Excellent location. This Wyndham so much better quality than the Wyndham we stayed at in Savannah, GA. Uno Pizzaria - connected to hotel - terrible ...
Reviewed on 2 May 2026

Dreamtime - Modern A-frame Cabin w/ Hot tub
Loved this cabin. Absolutely gorgeous area. Highly recommend.
Reviewed on 13 April 2026

Roadhaven1830
Very clean close to every and anything local food was amazing and host had a book that showed a lot about the area which came in handy and grounds was so nice games was fun and pit was amazing bed was so comfortable shower pressure was great water was nice an hot too will come back
Reviewed on 12 April 2026

Riverfront, pet friendly ! Log cabin with 2 bedrooms and loft!
My husband and I spent an extended weekend for our anniversary at this beautiful cabin. The cabin was cozy, with a convenient doggie run, a large screened in porch where we had our coffee in the morning and a fabulous deck that overlooked a spectacular view of the river. My husband and I loved our ...
Reviewed on 5 May 2026
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 charming coffeehouses 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. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
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.
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.
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.
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 savor the top-notch restaurants.
