Old Town Winchester Travel Guide
Winchester
Visit Old Town Winchester
Stay near popular Old Town Winchester attractions
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is ฿4,290 per night from 17 Sept to 18 Sept
฿4,290
฿4,861 total
17 Sept - 18 Sept
includes taxes & fees
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 clean rooms ...
9.4/10 Exceptional! (1,005 reviews)
"The property and room were beautiful. We enjoyed our stay. Parking is limited but understandable for the location of the hotel."
Reviewed on 10 Sept 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is ฿2,554 per night from 28 Sept to 29 Sept
฿2,554
฿2,894 total
28 Sept - 29 Sept
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,002 reviews)
"This hotel is very satisfactory other than the soft water. Please add less water softener!"
Reviewed on 9 Sept 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿3,097 per night from 27 Sept to 28 Sept
฿3,097
฿3,447 total
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is ฿3,412 per night from 11 Oct to 12 Oct
฿3,412
฿3,897 total
11 Oct - 12 Oct
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,303 per night from 13 Sept to 14 Sept
฿2,303
฿2,541 total
13 Sept - 14 Sept
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,077 reviews)
"Basic everything. Ok for overnight stays like mine."
Reviewed on 11 Sept 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ฿3,611 per night from 13 Sept to 14 Sept
฿3,611
฿4,019 total
13 Sept - 14 Sept
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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 Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
