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 23 Aug to 24 Aug
Rp2.201.928
Rp2.494.784 total
23 Aug - 24 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! (1,008 reviews)
"It's a lovely hotel in a great location to the pedestrian area. Our bed was super comfortable and the towels super soft. Room was clean ..elevator needed vac. Parking should be complimentary. Bar area is beautiful."
Reviewed on 4 Aug 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is Rp1.673.721 per night from 18 Aug to 19 Aug
Rp1.673.721
Rp1.916.842 total
18 Aug - 19 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 Rp1.446.599 per night from 3 Sept to 4 Sept
Rp1.446.599
Rp1.638.996 total
3 Sept - 4 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 ...
9/10 Wonderful! (1,008 reviews)
"Very nice for the price and staff was very helpful"
Reviewed on 3 Aug 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is Rp1.959.873 per night from 5 Aug to 6 Aug
Rp1.959.873
Rp2.181.339 total
5 Aug - 6 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! (2,264 reviews)
"Clean, close to everything Winchester have to offer and nice staff."
Reviewed on 3 Aug 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is Rp1.453.258 per night from 11 Aug to 12 Aug
Rp1.453.258
Rp1.617.477 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! (1,008 reviews)
"na"
Reviewed on 4 Aug 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is Rp1.670.122 per night from 31 Aug to 1 Sept
Rp1.670.122
Rp1.858.845 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.
