Old Town Winchester Travel Guide
Winchester
Visit Old Town Winchester
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 top-notch restaurants or cosy cafes 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 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.
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.
George Washington's Office
You can find out about the history of Winchester with a visit to George Washington's Office. While in this walkable area, you can savour the top-notch restaurants.
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
We stay here often on our travels between NC and NJ. The hotel is adjacent to Old Winchester which is a closed off road with many shops and restaurants. The hotel rooms are very comfortable.
Reviewed on 11 Mar 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
very nice hotel,very clean
Reviewed on 7 Mar 2026
La Quinta Inn & Suites by Wyndham Winchester
The hotel was conveniently located in town, even for a guest without a car on hand! Staff was AMAZING! Breakfast was solid and on time! Clean rooms and easy to navigate.
Reviewed on 8 Mar 2026
Sleep Inn & Suites Winchester near University
Pictures don’t describe property accurately. We needed an in expensive economy hotel. Wasn’t looking for anything fancy just wanted clean room to sleep, shower and leave. Property was definitely shady, customers looked like they were on drugs. Our room had holes in bathroom door. We stayed only because ...
Reviewed on 10 Mar 2026
Microtel Inn & Suites by Wyndham Winchester
Clean rooms.
Reviewed on 7 Mar 2026
Hampton Inn Winchester-University/Mall Area
All good. Clean, nice hotel for us, a one night stay for traveling.
Reviewed on 4 Mar 2026
Check Old Town Winchester hotel availability
Other neighbourhoods around Old Town Winchester
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
