Find a cheap Hotel in Old Town Winchester
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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 ...
"It's a lovely hotel in a great location to the pedestrian area. Our bed was super comfortable and the towels super soft. Room was clean ..elevator needed vac. Parking should be complimentary. Bar area is beautiful."
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 10 to Aug 11
CA $153
CA $170 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 breakfast and the helpful ...
"Clean, close to everything Winchester have to offer and nice staff."
Reviewed on Aug 3, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $130 per night from Aug 10 to Aug 11
CA $130
CA $149 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
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 ...
"Very nice for the price and staff was very helpful"
Reviewed on Aug 3, 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
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 ...
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. ...
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is CA $136 per night from Aug 30 to Aug 31
CA $136
CA $151 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. ...
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About Old Town Winchester Hotels
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Recent Old Town Winchester hotel reviews by fellow wanderers
The George Washington Hotel, A Wyndham Grand Hotel
5 out of 5
Posted 12 hours ago
Travelocity Verified Review
"It's a lovely hotel in a great location to the pedestrian area. Our bed was super comfortable and the towels super soft. Room was clean ..elevator needed vac. Parking should be complimentary. Bar area is beautiful."
A verified traveller stayed at The George Washington Hotel, A Wyndham Grand Hotel
