Old Town Winchester, VA
Winchester
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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
$130 nightly
The price is $148 total per night from Nov 9 to Nov 10
$148 total
Nov 9 - Nov 10
Total with taxes and 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 ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
$84 nightly
The price is $93 total per night from Nov 15 to Nov 16
$93 total
Nov 15 - Nov 16
Total with taxes and 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 ...
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
$76 nightly
The price is $84 total per night from Nov 1 to Nov 2
$84 total
Nov 1 - Nov 2
Total with taxes and 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! (1,020 reviews)
"This hotel was very nice. The rooms were clean. Breakfast was good. The staff was very friendly. If I do have one complaint it would be that check out was at 11am but at about 9am. A man who I'm not sure was head of house keeping or the hotel manager knocked very quickly then just unlocked and opened ..."
Reviewed on Oct 20, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
$85 nightly
The price is $95 total per night from Nov 1 to Nov 2
$95 total
Nov 1 - Nov 2
Total with taxes and 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. ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
$103 nightly
The price is $114 total per night from Oct 21 to Oct 22
$114 total
Oct 21 - Oct 22
Total with taxes and 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! (2,276 reviews)
"Great service excellent staff"
Reviewed on Oct 19, 2026
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
$100 nightly
The price is $112 total per night from Nov 15 to Nov 16
$112 total
Nov 15 - Nov 16
Total with taxes and 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.
Check Old Town Winchester hotel availability
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
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.
Old Town Winchester, VA
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