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 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.
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
The price is NT$3,875 per night from Nov 10 to Nov 11
NT$3,875
NT$4,391 total
Nov 10 - Nov 11
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! (1,005 reviews)
Amazing hotel with lovely rooms, easy parking, near (walking distance ) great restaurants and shops. Highly recommend spa in building.
Reviewed on 2025/10/23
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
The price is NT$2,088 per night from Dec 1 to Dec 2
NT$2,088
NT$2,272 total
Dec 1 - Dec 2
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. ...
8.4/10 Very Good! (1,109 reviews)
Stayed for a night on my way through town. Not a bad spot, clean and quiet. Staff was great. Lots of food delivery options around.
Reviewed on 2025/10/25
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is NT$3,040 per night from Dec 1 to Dec 2
NT$3,040
NT$3,307 total
Dec 1 - Dec 2
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 ...
9.2/10 Wonderful! (2,190 reviews)
Amazing
Reviewed on 2025/10/27
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd, Winchester, VA
The price is NT$3,129 per night from Dec 1 to Dec 2
NT$3,129
NT$3,405 total
Dec 1 - Dec 2
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! (1,045 reviews)
Front desk manager Roy was very nice. Tried his best to accommodate us. I didn’t realize this was a pet friendly place when I booked the rooms. Dogs were everywhere, and some could be heard barking. Plus I’m allergic! But the roomed were clean. Dogs quieted down and the stay was good. Roy was a good ...
Reviewed on 2025/10/26
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
The price is NT$2,407 per night from Nov 23 to Nov 24
NT$2,407
NT$2,619 total
Nov 23 - Nov 24
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! (1,347 reviews)
The afternoon and evening staff, particularly the girl at check in later in the day, were lovely and professional. They completed their duties pleasantly and in a respectful manner. They provided detailed answers and ensured our comfort. The morning staff, less than stellar. Out of uniform, conversational ...
Reviewed on 2025/10/21
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
The price is NT$2,793 per night from Nov 9 to Nov 10
NT$2,793
NT$3,038 total
Nov 9 - Nov 10
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 ...
8.6/10 Excellent! (1,004 reviews)
Very courteous. Only problem is lack of outlets near the bed.
Reviewed on 2025/10/31
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 Winchester Little Theater.
Old Town Winchester, VA
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