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Hotels near Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $167 per night from Apr 26 to Apr 27
CA $167
CA $190 total
Apr 26 - Apr 27
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 ...
First rate in every area. Definitely worthwhile.
Reviewed on Apr 20, 2026
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is CA $146 per night from May 18 to May 19
CA $146
CA $159 total
May 18 - May 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 ...
The parking lot was very well lit and safe.
Reviewed on Apr 16, 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Apr 26 to Apr 27
CA $116
CA $126 total
Apr 26 - Apr 27
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 and the clean ...
Everything was so clean and comfortable.
Reviewed on Apr 20, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Fully refundable
The price is CA $137 per night from Apr 26 to Apr 27
CA $137
CA $153 total
Apr 26 - Apr 27
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 for an overnight stay on our way up north.
Reviewed on Apr 20, 2026
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Apr 26 to Apr 27
CA $156
CA $174 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Staff was friendly and helpful. Room was clean and comfortable. Bed was very comfortable. Breakfast was excellent.
Reviewed on Apr 14, 2026
Courtyard by Marriott Winchester
300 Marriott Drive Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Apr 27 to Apr 28
CA $146
CA $159 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Pool was great
Reviewed on Apr 15, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Apr 21 to Apr 22
CA $97
CA $106 total
Apr 21 - Apr 22
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. ...
Parking was close and well lit
Reviewed on Apr 17, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 26 to Apr 27
CA $111
CA $123 total
Apr 26 - Apr 27
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 ...
Hotel was very dated and room air was stale when we walked in. Bed was comfortable however and clean.
Reviewed on Apr 20, 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 $150 per night from Apr 22 to Apr 23
CA $150
CA $164 total
Apr 22 - Apr 23
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 ...
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Recent Old Town Winchester hotel reviews by fellow wanderers
Ramada by Wyndham Strasburg/Shenandoah Valley
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Hotel was very dated and room air was stale when we walked in. Bed was comfortable however and clean."
A verified traveller stayed at Ramada by Wyndham Strasburg/Shenandoah Valley
