Winchester Travel Guide
Tourist Guide
Visit Winchester
Where to stay in Winchester
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.
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Holiday Inn Winchester Se-Historic Gateway by IHG
Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive.
Reviewed on 7 Apr 2026
La Quinta Inn & Suites by Wyndham Winchester
The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta..
Reviewed on 7 Apr 2026
The George Washington Hotel, A Wyndham Grand Hotel
This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return ...
Reviewed on 31 Mar 2026
Marriott's Manor Club at Ford's Colony
Beautiful property!! Highly recommend.
Reviewed on 2 Apr 2026
The Ocean Key Virginia Beach Resort
Love the stay and very comfortable and cleaned. Will definitely go back
Reviewed on 7 Apr 2026
Placemakr Marymount Ballston
Check-in process and parking were excellent. Clean quiet room.
Reviewed on 4 Apr 2026
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 top-notch restaurants or cosy cafes in this walkable area.
Shenandoah University
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
ValleyHealth Winchester Medical Center
If ValleyHealth Winchester Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Winchester.
Apple Blossom Mall
You can search for that perfect souvenir at Apple Blossom Mall during your stay in Winchester. While in this walkable area, you can savour 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 savour the top-notch restaurants.
