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
Fully refundableReserve now, pay when you stay
The price is SAR 475 per night from Jun 15 to Jun 16
SAR 475
SAR 538 total
15 Jun - 16 Jun
includes taxes & fees
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! (1,003 reviews)
"Perfect hotel in a great location!!!"
Reviewed on 4 June 2025
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Winchester
The price is SAR 634 per night from Jun 9 to Jun 10
SAR 634
SAR 1,215 total
9 Jun - 10 Jun
includes taxes & fees
Stay at this apartment in Winchester. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Handley Regional ...
8.8/10 Excellent! (5 reviews)
"Loved the property location. The air-conditioning was not working well and it was really stuffy at night trying to sleep."
Reviewed on 12 May 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 389 per night from Jul 6 to Jul 7
SAR 389
SAR 423 total
6 Jul - 7 Jul
includes taxes & fees
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! (2,039 reviews)
"The room was very clean and bed was very comfortable and soft. Nice bathroom and layout. The breakfast had a good selection of items. Eggs, biscuit, bacon, muffins and items. There is also a coffee and tea counter for all guests offered all day in the lobby. Nice stay."
Reviewed on 5 June 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
The price is SAR 259 per night from Jul 2 to Jul 3
SAR 259
SAR 282 total
2 Jul - 3 Jul
includes taxes & fees
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! (1,112 reviews)
"Clean safe area"
Reviewed on 4 June 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is SAR 349 per night from Jun 15 to Jun 16
SAR 349
SAR 391 total
15 Jun - 16 Jun
includes taxes & fees
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! (1,000 reviews)
"This is a very nice Holiday Inn and for a reasonable price. The bed was comfortable and the frig was larger, but it did not have a freezer for our icee. Nice large walk in shower and the breakfast was superb! Great food and service even though i got there 20 minutes before closing they acted like, ..."
Reviewed on 2 June 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is SAR 312 per night from Jun 15 to Jun 16
SAR 312
SAR 340 total
15 Jun - 16 Jun
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! (1,247 reviews)
"tayed here on trip back from Tennessee. Easy access from I-81. Hotel and room were very clean. Breakfast area also very clean. Average buffet breakfast. We had a King Suite and my only feedback is the bathroom is quite small and you can't have the light on without the fan which is very loud. Also, ..."
Reviewed on 3 June 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
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Apple Blossom Mall
- Rock Harbor Golf Course
- Jim Barnett Park
- Lost River
- Front Royal Visitor's Center
- Sky Meadows State Park
- Watermelon Park Campground
- Patsy Cline Historic House
- Valerie Hill Winery
- Dinosaur Land
- Jefferson County Courthouse
- The Kernstown Battlefield
- Mt Hebron Cemetery
- Belle Grove Plantation
- Winchester-Frederick County Convention & Visitors Bureau
- Winchester Little Theater
- Locust Hill Golf Course
- Cedar Creek and Belle Grove National Historical Park
- Bing Crosby Stadium
More Hotel Options in Old Town Winchester
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