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 $170 per night from Aug 23 to Aug 24
CA $170
CA $193 total
Aug 23 - Aug 24
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! (1,002 reviews)
"Nice Hotel"
Reviewed on Aug 14, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is CA $130 per night from Aug 23 to Aug 24
CA $130
CA $148 total
Aug 23 - Aug 24
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 ...
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $107 per night from Sep 2 to Sep 3
CA $107
CA $122 total
Sep 2 - Sep 3
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 ...
9.2/10 Wonderful! (1,004 reviews)
"Large size room, very clean! Personal hand written greeting from manager was a great touch in today's world!"
Reviewed on Aug 13, 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is CA $149 per night from Aug 20 to Aug 21
CA $149
CA $166 total
Aug 20 - Aug 21
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 ...
9.2/10 Wonderful! (2,261 reviews)
"It was very clean and a nice room. We lost water the one day but the staff worked quickly to get it resolved. It was overall a pleasant stay."
Reviewed on Aug 14, 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is CA $112 per night from Aug 23 to Aug 24
CA $112
CA $125 total
Aug 23 - Aug 24
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 ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is CA $124 per night from Aug 23 to Aug 24
CA $124
CA $138 total
Aug 23 - Aug 24
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 ...
9.2/10 Wonderful! (1,432 reviews)
"Breakfast was good, fresh, and well done. Our only issue (very slight) was the pool being too cold for swimming."
Reviewed on Aug 14, 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.
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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