Old Town Winchester, VA
Winchester
Visit Old Town Winchester
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 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.
Bright Box Theater
Enjoy a show at Bright Box Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.
Old Court House Civil War Museum
You can study the exhibits at Old Court House Civil War Museum, a museum with a story of its own, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.
Handley Regional Library
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Old Town Winchester Hotel Deals
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 2026/5/2
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 2026/5/5
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 2026/5/3
Holiday Inn Winchester Se-Historic Gateway by IHG
Perfect hotel. I love this hotel.
Reviewed on 2026/5/5
Microtel Inn & Suites by Wyndham Winchester
Bathroom smelled like poorly cleaned up vomit and the toilet seat was sticky, tacky , hard for me to clean. I was already changed and unpacked so I washed up the bathroom as best I could. Covered the seat when I used it. Also, no cups anywhere for coffee or in bathroom.
Reviewed on 2026/5/5
La Quinta Inn & Suites by Wyndham Winchester
Quiet clean room. Had dog with me. staff was very kind about his barking. They have a special floor for dogs.
Reviewed on 2026/5/5
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Other neighborhoods 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.
