Winchester Historic District
Winchester
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Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is CA $185 per night from Jul 22 to Jul 23
CA $185
CA $210 total
Jul 22 - Jul 23
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! (1,014 reviews)
"Clean room, great location, friendly staff"
Reviewed on Jul 8, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $129 per night from Jul 19 to Jul 20
CA $129
CA $144 total
Jul 19 - Jul 20
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. ...
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $109 per night from Jul 22 to Jul 23
CA $109
CA $124 total
Jul 22 - Jul 23
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 ...
9/10 Wonderful! (1,008 reviews)
"Great staff, clean rooms and delightful breakfast. I'll be back!"
Reviewed on Jul 5, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $138 per night from Aug 2 to Aug 3
CA $138
CA $158 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 ...
9/10 Wonderful! (1,011 reviews)
"Looked brand new or fully remodeled. Price was exceptional for this kind of quality!"
Reviewed on Jul 7, 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $133 per night from Jul 22 to Jul 23
CA $133
CA $148 total
Jul 22 - Jul 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 helpful staff and the clean ...
9.2/10 Wonderful! (1,432 reviews)
"Staff were friendly/courteous. Lobby and breakfast area were clean. Good choices for breakfast each day. Room was clean but entire hallway smelled like marijuana (very strong odor). After our first night, when room was cleaned, used towels were taken but weren't replaced with clean ones. I asked ..."
Reviewed on Jul 6, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is CA $117 per night from Jul 22 to Jul 23
CA $117
CA $130 total
Jul 22 - Jul 23
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! (1,006 reviews)
"Hotel is starting to run down, needs some remodeling."
Reviewed on Jul 1, 2026
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 Winchester Historic District hotel availability
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 Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.
Winchester Historic District
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