Winchester Historic District Travel Guide
Winchester
Visit Winchester Historic District
Popular places to visit
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.
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.
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.
Bright Box Theater
Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Stonewall Jackson's Headquarters
Find out about the history of Winchester when you take a trip to Stonewall Jackson's Headquarters. Visit the top-notch restaurants or cosy cafes in this walkable area.
Winchester Little Theater
Enjoy a show at Winchester Little Theater, a popular theatre in Winchester. While in this walkable area, you can savour the top-notch restaurants.
Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
Staff was amazing! Benjamin and Carla are two of the kindest people ever!
Reviewed on 4 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Staff was very friendly.
Reviewed on 9 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester
yes, room was spotless very nice place to stay
Reviewed on 13 Jan 2026
Travelodge by Wyndham Winchester
C'était propre et tranquille
Reviewed on 11 Jan 2026
Quality Inn Winchester
Clean room, front dest service.
Reviewed on 5 Jan 2026
Comfort Inn & Suites Winchester
All was good except wifi issues. A signal was weak, couldn’t use my computer:( On a positive note: they accept more than one pet (25$ each), not all hotels do that, so better check before booking a room. Friendly staff, clean room, safe parking lot. Will def stay again.
Reviewed on 16 Jan 2026
Other neighbourhoods around Winchester Historic District
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.
