Winchester Historic District
Winchester
Visit Winchester Historic District
Stay near popular Winchester Historic District attractions
Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $183 per night from Aug 4 to Aug 5
CA $183
CA $207 total
Aug 4 - Aug 5
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 ...
9.4/10 Exceptional! (1,005 reviews)
"Excellent quality hotel , large comfortable room and upgraded bathroom . Throughout the hotel there are a few oddities to remind of how historic the property( like the mail shoot outside the elevators) is and how it’s been brought up to date to meet the modern needs. A great place to stay in Winchester ..."
Reviewed on Jul 18, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $116 per night from Aug 2 to Aug 3
CA $116
CA $134 total
Aug 2 - Aug 3
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 ...
9.2/10 Wonderful! (1,004 reviews)
"The hotel was good. The room was nice, but there was a serious problem in the hallway. The carpet was lifting up in places. This should be an easy fix and would push this hotel into a higher rating for me. But overall a good stay."
Reviewed on Jul 18, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $128 per night from Jul 26 to Jul 27
CA $128
CA $142 total
Jul 26 - Jul 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 in our reviews. ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $138 per night from Aug 4 to Aug 5
CA $138
CA $154 total
Aug 4 - Aug 5
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 ...
9.2/10 Wonderful! (1,434 reviews)
"Overall we enjoyed our stay. The breakfast was excellent- my husband even said it was the best breakfast we had on our entire trip! The young woman who took care of the breakfast area was incredibly sweet, friendly, and kept everything well stocked. The only suggestions we have are a few maintenance ..."
Reviewed on Jul 18, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is CA $116 per night from Aug 12 to Aug 13
CA $116
CA $129 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 ...
8.2/10 Very good! (1,003 reviews)
"A very decent hotel clean rooms"
Reviewed on Jul 18, 2026
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
The price is CA $141 per night from Aug 13 to Aug 14
CA $141
CA $157 total
Aug 13 - Aug 14
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 ...
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 Winchester Historic District
Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Winchester Historic District
Learn more about Winchester Historic District
Old Town Winchester
Old Town Winchester is known for its ample dining options, and you can make a stop by Shenandoah Valley Discovery Museum and Bright Box Theater while in the area.
Winchester Historic District
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