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 SAR 475 per night from Jun 12 to Jun 13
SAR 475
SAR 538 total
includes taxes & fees
12 Jun - 13 Jun
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,001 reviews)
Nice stay
"The hotel is beautiful, very clean and the staff friendly. Bed was super comfortable. The shower was amazing. The treadmills in the gym could use an upgrade."
Reviewed on 28 May 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 412 per night from Jun 8 to Jun 9
SAR 412
SAR 448 total
includes taxes & fees
8 Jun - 9 Jun
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,037 reviews)
"Excellent stay"
Reviewed on 28 May 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
The price is SAR 349 per night from Jun 22 to Jun 23
SAR 349
SAR 391 total
includes taxes & fees
22 Jun - 23 Jun
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,003 reviews)
Great.
"Clean and comfortable with great customer service. They have a restaurant there, which I didn't try since I brought food. Good value. Very quiet. Will stay again."
Reviewed on 29 May 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
The price is SAR 263 per night from Jun 5 to Jun 6
SAR 263
SAR 286 total
includes taxes & fees
5 Jun - 6 Jun
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,109 reviews)
"This Travelodge is our regular stop when traveling between NY and NC. So I've written a few reviews already. This was the 3rd of our 5 planned layovers. It's convenient to the interstate and has a Cracker Barrel right next door. On our next 2 layovers, we'll be towing our 44-foot camper. There are ..."
Reviewed on 29 May 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
The price is SAR 316 per night from Jun 8 to Jun 9
SAR 316
SAR 343 total
includes taxes & fees
8 Jun - 9 Jun
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,234 reviews)
"The staff was REALLY nice and helpful. I also liked the look and feel of the hotel. We will definitely return."
Reviewed on 29 May 2025
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is SAR 268 per night from Jun 10 to Jun 11
SAR 268
SAR 298 total
includes taxes & fees
10 Jun - 11 Jun
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"We loved the location of this hotel and the views! The complimentary breakfast was delicious and the staff was very nice!! 10/10 recommend!"
Reviewed on 26 May 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.
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.
- 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
- Old Court House Civil War Museum
- Handley Regional Library
- George Washington's Office
- Hollywood Casino at Charles Town Races
- Shenandoah University
- Summit Point Motorsports Park
- Shenandoah River
- George Washington National Forest
- Winchester Medical Center
- Museum of the Shenandoah Valley
- Bluemont Vineyard
- Apple Blossom Mall
- Rock Harbor Golf Course
- Jim Barnett Park
- Front Royal Visitor's Center
- Lost River
- Sky Meadows State Park
- Patsy Cline Historic House
- Watermelon Park Campground
- Valerie Hill Winery
- Dinosaur Land
- Locust Hill Golf Course
- Jefferson County Courthouse
- Winchester-Frederick County Convention & Visitors Bureau
- Bing Crosby Stadium
- Mt Hebron Cemetery
- The Kernstown Battlefield
- Cedar Creek and Belle Grove National Historical Park
- Blue Ridge Shadows Golf Club
- Belle Grove Plantation
More Hotel Options in Old Town Winchester
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