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 Rp2.201.928 per night from 30 Aug to 31 Aug
Rp2.201.928
Rp2.494.784 total
30 Aug - 31 Aug
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 ...
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is Rp1.261.540 per night from 3 Aug to 4 Aug
Rp1.261.540
Rp1.391.479 total
3 Aug - 4 Aug
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is Rp1.676.046 per night from 9 Aug to 10 Aug
Rp1.676.046
Rp1.919.523 total
9 Aug - 10 Aug
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 ...
9/10 Wonderful! (1,007 reviews)
"Staff was very helpful and friendly. Pool well maintained"
Reviewed on 1 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is Rp1.228.942 per night from 9 Aug to 10 Aug
Rp1.228.942
Rp1.392.392 total
9 Aug - 10 Aug
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 ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is Rp1.906.367 per night from 23 Aug to 24 Aug
Rp1.906.367
Rp2.121.787 total
23 Aug - 24 Aug
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! (1,004 reviews)
"This was a great location and the breakfast each morning was an added perk. The staff were always very polite, helpful and friendly. I really enjoyed staying here. The room was spacious and very clean, it also had everything I need to make my stay that much enjoyable. Located in a great location, ..."
Reviewed on 1 Aug 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is Rp1.962.596 per night from 3 Aug to 4 Aug
Rp1.962.596
Rp2.184.266 total
3 Aug - 4 Aug
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 ...
9.2/10 Wonderful! (2,262 reviews)
"Breakfast was good. Room was nice. No complaints. Good location."
Reviewed on 1 Aug 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 Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most.
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 Winchester Little Theater and Shenandoah Valley Discovery Museum.
