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 top-notch restaurants or charming coffeehouses 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 charming coffeehouses or top-notch restaurants 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.
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 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.
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 AED 459 per night from Mar 14 to Mar 15
AED 459
AED 521 total
includes taxes & fees
14 Mar - 15 Mar
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! (1,009 reviews)
"This hotel had great character. I love how they kept it true to the times by not changing so much inside. It’s such a wonderful little town with so many things to do and see I would highly recommend staying here. It is disappointing that they charge for parking, but what can you do"
Reviewed on 10 March 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is AED 344 per night from Apr 6 to Apr 7
AED 344
AED 374 total
includes taxes & fees
6 Apr - 7 Apr
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 ...
9/10 Wonderful! (1,855 reviews)
Very nice
"Lovely hotel. Easy to get to and check in. The only thing I would wish for is firmer pillows. It was very clean. The staff were friendly and the room was very nice."
Reviewed on 10 March 2025
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
The price is AED 293 per night from Mar 17 to Mar 18
AED 293
AED 319 total
includes taxes & fees
17 Mar - 18 Mar
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! (1,150 reviews)
"Last minute decision to stay here and the front desk was so very nice. She explained everything we would need."
Reviewed on 11 March 2025
Spark by Hilton Winchester
150 Wingate Dr, Winchester, VA
The price is AED 309 per night from Mar 23 to Mar 24
AED 309
AED 350 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,005 reviews)
Excellent Stay
"We actually stayed at Spark by Hilton in Winchester, VA twice: once on our way down to Florida from CT, and once returning to CT. During both stays, we found the room clean, the staff friendly, and the bagel breakfast just right for our needs. Please be aware that this hotel does not provide a hot ..."
Reviewed on 7 March 2025
Sleep Inn & Suites
140 Costello Dr, Winchester, VA
The price is AED 253 per night from Mar 23 to Mar 24
AED 253
AED 276 total
includes taxes & fees
23 Mar - 24 Mar
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 ...
8/10 Very Good! (999 reviews)
"I love it the treatment"
Reviewed on 3 March 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
The price is AED 320 per night from Mar 16 to Mar 17
AED 320
AED 359 total
includes taxes & fees
16 Mar - 17 Mar
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)
"Weak towels"
Reviewed on 9 March 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 Winchester Little Theater.
- 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
- George Washington's Office
- Old Court House Civil War Museum
- Hollywood Casino at Charles Town Races
- George Washington National Forest
- Summit Point Motorsports Park
- Winchester Medical Center
- Shenandoah River
- Shenandoah University
- Bluemont Vineyard
- Apple Blossom Mall
- Museum of the Shenandoah Valley
- Jim Barnett Park
- Rock Harbor Golf Course
- Sky Meadows State Park
- Lost River
- Mackintosh Fruit Farm
- Patsy Cline Historic House
- Jefferson County Courthouse
- Dinosaur Land
- Winchester Little Theater
- Watermelon Park Campground
- Cedar Creek Battlefield Foundation
- Blue Ridge Shadows Golf Club
- Front Royal Visitor's Center
- Peacemaker National Training Center
- Belle Grove Plantation
- Valley Health
- Warren Memorial Hospital
- Charles Town Library
More Hotel Options in Old Town Winchester
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