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 top-notch restaurants or charming coffeehouses in this walkable area.
Jim Barnett Park
Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the top-notch restaurants or charming coffeehouses 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
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 2026/3/31
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 2026/4/7
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 2026/4/7
Sleep Inn & Suites Winchester near University
I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature
Reviewed on 2026/3/26
Microtel Inn & Suites by Wyndham Winchester
I love staying at the Microtel In Winchester VA. It's close to highway exit and many options for dining. The staff are amazing and friendly. The rooms are always clean. Highly recommend it....and I will be back.
Reviewed on 2026/4/5
Hampton Inn Winchester-University/Mall Area
The property is an older establishment. There were no outlets on the bathroom side of the bed. The pet area was over grown. Needed mowing.
Reviewed on 2026/4/7
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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.
