Find a cheap Hotel in Old Town Winchester
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Hotels near Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 16 to Aug 17
CA $172
CA $194 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
"Well, first evening our suites A/C didnt work (80 degrees) and we had to change to a double full size bedroom from our King Suite. The following day we had moved into a new suite but it also wouldn't get any cooler than 74 degrees. That said we had been locked out of our room 3 times due to the card ..."
Reviewed on Aug 4, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Aug 16 to Aug 17
CA $108
CA $123 total
Aug 16 - Aug 17
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 ...
"We were very happy with the quiet, clean room, friendly staff, morning buffet, and experience. Would stay there again!"
Reviewed on Aug 4, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Aug 10 to Aug 11
CA $149
CA $165 total
Aug 10 - Aug 11
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. ...
"Easy to find off of I-81. Lots to do in the area. Building and rooms are like new."
Reviewed on Aug 4, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $131 per night from Aug 10 to Aug 11
CA $131
CA $150 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
"Good location and clean hotel"
Reviewed on Aug 4, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Aug 12 to Aug 13
CA $113
CA $126 total
Aug 12 - Aug 13
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 ...
"na"
Reviewed on Aug 4, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Aug 16 to Aug 17
CA $153
CA $170 total
Aug 16 - Aug 17
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 ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Aug 10 to Aug 11
CA $130
CA $145 total
Aug 10 - Aug 11
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 ...
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is CA $133 per night from Aug 30 to Aug 31
CA $133
CA $148 total
Aug 30 - Aug 31
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 ...
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Aug 6 to Aug 7
CA $100
CA $110 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Don't see what you're looking for?
See all available properties in Old Town Winchester
View all propertiesLowest 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.
About Old Town Winchester Hotels
Search Old Town Winchester area hotels for the best deals on Travelocity.ca. Zoom in on Old Town Winchester neighborhood to help narrow your hotel selection.
Get Started - Lets Roam Old Town Winchester!
Recent Old Town Winchester hotel reviews by fellow wanderers
Spark by Hilton Winchester
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"We were very happy with the quiet, clean room, friendly staff, morning buffet, and experience. Would stay there again!"
A verified traveller stayed at Spark by Hilton Winchester
