Old Town Winchester, VA
Winchester
Visit Old Town Winchester
Popular places to visit
Handley Regional Library
5/5(2 reviews)
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.
Museum of the Shenandoah Valley
5/5(19 reviews)
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.
Shenandoah Valley Discovery Museum
4.5/5(11 reviews)
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
4.5/5(4 reviews)
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.
George Washington's Office
You can learn about the history of Winchester when you stop by George Washington's Office. While in this walkable area, you can savor the top-notch restaurants.
Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is AED 465 per night from Dec 1 to Dec 2
AED 465
AED 527 total
1 Dec - 2 Dec
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,000 reviews)
Comfortable room with a great, roomy shower with good water pressure. Saturday night live music in the bar was a lively treat!
Reviewed on 16 November 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is AED 250 per night from Dec 1 to Dec 2
AED 250
AED 272 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,093 reviews)
Clean and comfortable.
Reviewed on 23 November 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is AED 343 per night from Dec 15 to Dec 16
AED 343
AED 374 total
15 Dec - 16 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,220 reviews)
The best hotel in Winchester! Had the most pleasant stay, everything was perfect. The room was super clean, as well as the other areas of the hotel. Had a delicious breakfast with lots of options. The front desk staff was very friendly and accommodating. Will stay again!
Reviewed on 19 November 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is AED 264 per night from Dec 14 to Dec 15
AED 264
AED 288 total
14 Dec - 15 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,359 reviews)
Breakfast was good. Room was clean. Very comfortable bed.
Reviewed on 20 November 2025
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is AED 371 per night from Dec 2 to Dec 3
AED 371
AED 403 total
2 Dec - 3 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,055 reviews)
Propre sauf tapis
Reviewed on 20 November 2025
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
The price is AED 354 per night from Nov 30 to Dec 1
AED 354
AED 385 total
30 Nov - 1 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,007 reviews)
Staff at front desk were courteous, location was good, hotel was cleanish. Our bathroom had mold on entire ceiling and general damp smell. Found stray sock (not ours) under bed.
Reviewed on 22 November 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Check Old Town Winchester hotel availability
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.
Old Town Winchester, VA
- Places of interest
- Old Town Winchester Hotels by Star Rating
- More Hotel Options in Old Town Winchester
- Hotels in top Winchester neighborhoods
- Old Town Winchester Hotels by Brand
- Shenandoah Valley Discovery Museum
- Bright Box Theater
- Handley Regional Library
- Old Court House Civil War Museum
- George Washington's Office
- Hollywood Casino at Charles Town Races
- Summit Point Motorsports Park
- Winchester Medical Center
- George Washington National Forest
- Shenandoah University
- Shenandoah River
- Apple Blossom Mall
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Jefferson County Courthouse
- Sky Meadows State Park
- Lost River
- Mackintosh Fruit Farm
- Front Royal Visitor's Center
- Dinosaur Land
- Rock Harbor Golf Course
- Patsy Cline Historic House
- Cedar Creek Battlefield Foundation
- Valerie Hill Winery
- Charles Town Library
- Locust Hill Golf Course
- Jefferson Medical Center
- Peacemaker National Training Center
- Rocking S Ranch
- Winchester-Frederick County Convention & Visitors Bureau
- Old Opera House
More Hotel Options in Old Town Winchester
- Adventure Hotels in Old Town Winchester
- Beach Hotels in Old Town Winchester
- Boutique Hotels in Old Town Winchester
- Business Hotels in Old Town Winchester
- Casinos in Old Town Winchester
- Cheap Hotels in Old Town Winchester
- Family Hotels in Old Town Winchester
- Golf Hotels in Old Town Winchester
- Historic Hotels in Old Town Winchester
- Hotel Wedding Venues in Old Town Winchester
- Hotels with Bars in Old Town Winchester
- Hotels with Hot Tubs in Old Town Winchester
- Hotels with WiFi in Old Town Winchester
- Hotels with a Pool in Old Town Winchester
- Hotels with an Indoor Pool in Old Town Winchester
- Luxury Hotels in Old Town Winchester
- Resorts & Hotels with Spas in Old Town Winchester
- Romantic Hotels in Old Town Winchester
- Shopping Hotels in Old Town Winchester
- Ski Hotels in Old Town Winchester
