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 Rp2.350.360 per night from 25 Aug to 26 Aug
Rp2.350.360
Rp2.662.958 total
25 Aug - 26 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 ...
9.4/10 Exceptional! (1,010 reviews)
"Well, first evening our suites A/C didnt work (80 degrees) and we had to change to a double full size bedroom from our King Suite. The following day we had moved into a new suite but it also wouldn't get any cooler than 74 degrees. That said we had been locked out of our room 3 times due to the card ..."
Reviewed on 4 Aug 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is Rp1.676.511 per night from 12 Aug to 13 Aug
Rp1.676.511
Rp1.920.038 total
12 Aug - 13 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! (1,013 reviews)
"Good location and clean hotel"
Reviewed on 4 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is Rp1.556.381 per night from 23 Aug to 24 Aug
Rp1.556.381
Rp1.763.346 total
23 Aug - 24 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 ...
9.2/10 Wonderful! (1,001 reviews)
"We were very happy with the quiet, clean room, friendly staff, morning buffet, and experience. Would stay there again!"
Reviewed on 4 Aug 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is Rp1.963.140 per night from 9 Aug to 10 Aug
Rp1.963.140
Rp2.184.975 total
9 Aug - 10 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 ...
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is Rp1.455.680 per night from 11 Aug to 12 Aug
Rp1.455.680
Rp1.620.171 total
11 Aug - 12 Aug
includes taxes & fees
Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very good! (1,000 reviews)
"na"
Reviewed on 4 Aug 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is Rp1.672.906 per night from 31 Aug to 1 Sept
Rp1.672.906
Rp1.861.944 total
31 Aug - 1 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.
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 Stonewall Jackson's Headquarters.
