Old Town Winchester, VA
Winchester
Visit Old Town Winchester
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 NT$4,157 per night from Nov 5 to Nov 6
NT$4,157
NT$4,710 total
Nov 5 - Nov 6
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! (1,001 reviews)
"The staff was just not welcoming or helpful."
Reviewed on 2026/10/7
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is NT$2,831 per night from Nov 1 to Nov 2
NT$2,831
NT$3,151 total
Nov 1 - Nov 2
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! (1,436 reviews)
"Very clean room. Well-lit parking lot."
Reviewed on 2026/10/8
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is NT$2,724 per night from Nov 1 to Nov 2
NT$2,724
NT$3,032 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! (1,001 reviews)
"Everything was good"
Reviewed on 2026/10/9
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is NT$2,335 per night from Oct 25 to Oct 26
NT$2,335
NT$2,599 total
Oct 25 - Oct 26
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 ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is NT$3,444 per night from Oct 11 to Oct 12
NT$3,444
NT$3,833 total
Oct 11 - Oct 12
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 ...
9.2/10 Wonderful! (2,269 reviews)
"The room was clean and functional. Turning the light on in the bathroom was disturbing in the bedroom area."
Reviewed on 2026/10/9
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is NT$3,171 per night from Oct 18 to Oct 19
NT$3,171
NT$3,529 total
Oct 18 - Oct 19
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 ...
9.4/10 Exceptional! (1,132 reviews)
"Only thing was a negative the breakfast was only open til 9 am. 9:30 or 10 am would have been better"
Reviewed on 2026/10/9
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.
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.
