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 ฿4,330 per night from 27 Sept to 28 Sept
฿4,330
฿4,906 total
27 Sept - 28 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! (1,000 reviews)
"The shower was the best I had ever experienced. the pressure and water volume was awesome."
Reviewed on 13 Sept 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,292 per night from 20 Sept to 21 Sept
฿2,292
฿2,528 total
20 Sept - 21 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! (1,073 reviews)
"We stay here a couple of times a year. Always super clean. Great place for the $. Breakfast is not as good as it used to be. Instant coffee. A lot of carbs c"
Reviewed on 14 Sept 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿3,105 per night from 27 Sept to 28 Sept
฿3,105
฿3,455 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. ...
9.2/10 Wonderful! (1,008 reviews)
"The room was clean but did have an odor"
Reviewed on 15 Sept 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ฿3,786 per night from 20 Sept to 21 Sept
฿3,786
฿4,214 total
20 Sept - 21 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 ...
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is ฿2,795 per night from 22 Sept to 23 Sept
฿2,795
฿3,111 total
22 Sept - 23 Sept
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"Great breakfast, many selections, clean room"
Reviewed on 15 Sept 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿2,976 per night from 22 Sept to 23 Sept
฿2,976
฿3,312 total
22 Sept - 23 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 ...
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.
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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.
