Old Town Winchester, VA
Winchester
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Stay near popular Old Town Winchester attractions
Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is ₩174,031 per night from Nov 9 to Nov 10
₩174,031
₩197,177 total
Nov 9 - Nov 10
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 ...
9.4/10 Exceptional! (1,000 reviews)
"Friendly, professional staff. Most helpful with an issue I had with my car. Could not have been nicer and understanding."
Reviewed on Oct 13, 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ₩115,327 per night from Nov 8 to Nov 9
₩115,327
₩128,359 total
Nov 8 - Nov 9
includes taxes & fees
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 ...
9.2/10 Wonderful! (1,445 reviews)
"Squeaky doors, dirty floors, rooms could use to be more noice proofed"
Reviewed on Oct 13, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is ₩100,978 per night from Nov 11 to Nov 12
₩100,978
₩112,389 total
Nov 11 - Nov 12
includes taxes & fees
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 ...
8.2/10 Very Good! (1,014 reviews)
"Good breakfast, ev charger usefull"
Reviewed on Oct 14, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ₩114,595 per night from Nov 1 to Nov 2
₩114,595
₩127,545 total
Nov 1 - Nov 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 helpful staff in our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
"True was a very colorful hotel. The beds were comfortable. The staff was nice. I loved the fact that they had a pool table and a shower in the swimming pool area. I didn't like that there were no microwaves in the rooms or carpet on the bedroom floors. I also wasn't a fan of the breakfast items."
Reviewed on Oct 13, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ₩144,158 per night from Oct 18 to Oct 19
₩144,158
₩160,447 total
Oct 18 - Oct 19
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 ...
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is ₩134,375 per night from Nov 5 to Nov 6
₩134,375
₩149,559 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this golf hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
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.
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Where to stay in Old Town Winchester
Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
