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
Fully refundableReserve now, pay when you stay
The price is ฿4,334 per night from 1 Oct to 2 Oct
฿4,334
฿4,910 total
1 Oct - 2 Oct
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 ฿2,293 per night from 24 Sept to 25 Sept
฿2,293
฿2,530 total
24 Sept - 25 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 ...
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿3,243 per night from 29 Sept to 30 Sept
฿3,243
฿3,610 total
29 Sept - 30 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. ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ฿3,798 per night from 27 Sept to 28 Sept
฿3,798
฿4,228 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (2,278 reviews)
"Friendly, clean, what more can you ask?!"
Reviewed on 21 Sept 2026
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is ฿3,080 per night from 29 Sept to 30 Sept
฿3,080
฿3,427 total
29 Sept - 30 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! (1,007 reviews)
"Very comfortable conditions and friendly staff."
Reviewed on 21 Sept 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿3,108 per night from 24 Sept to 25 Sept
฿3,108
฿3,459 total
24 Sept - 25 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! (1,449 reviews)
"Our room was not what we booked but we love this place!! We decided to stay because this place is awesome!!"
Reviewed on 21 Sept 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.
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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.
