Winchester Historic District Travel Guide
Tourist Guide
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 top-notch restaurants or cosy cafes 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 cosy cafes or top-notch restaurants 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.
Our pick of the best Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
Great staff
Reviewed on 17 Dec 2025
La Quinta Inn & Suites by Wyndham Winchester
Yes
Reviewed on 20 Dec 2025
Microtel Inn & Suites by Wyndham Winchester
It’s clean. Staff is nice. Good deal.
Reviewed on 20 Dec 2025
Travelodge by Wyndham Winchester
Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet.
Reviewed on 23 Dec 2025
Days Inn by Wyndham Charles Town/Harpers Ferry
The room is clean. The staff is friendly. The breakfast was good. No-frills hotel, but clean and efficient.
Reviewed on 13 Dec 2025
Comfort Inn & Suites Winchester
Very nice hotel for an overnight stop on way north. Right next to I-81 so we asked for (and received) a room on the parking lot side. Clean and comfortable room, but be sure to unfold the pillows before trying to sleep! Definitely recommend the nearby Bruster's Real Ice Cream for a treat, and the ...
Reviewed on 22 Dec 2025
Check Winchester Historic District hotel availability
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.
