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 ฿4,358 per night from 1 Oct to 2 Oct
฿4,358
฿4,938 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
Fully refundableReserve now, pay when you stay
The price is ฿2,306 per night from 27 Sept to 28 Sept
฿2,306
฿2,544 total
27 Sept - 28 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! (1,076 reviews)
"The shampoo/conditioner actually worked without additional conditioner. I was able to come through my hair with little issue."
Reviewed on 24 Sept 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿3,266 per night from 4 Oct to 5 Oct
฿3,266
฿3,635 total
4 Oct - 5 Oct
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! (1,002 reviews)
"Great Location & Customer Service"
Reviewed on 24 Sept 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ฿3,779 per night from 28 Sept to 29 Sept
฿3,779
฿4,206 total
28 Sept - 29 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! (2,267 reviews)
"The hotel is beautiful. We'll maintained. The room was great with a minimalist vibe, but still well appointed. I was disappointed with the breakfast. Very basic hotel fare. Items were in separate areas so you were left searching for the food. Also tried the treadmill in the fitness center. No instructions ..."
Reviewed on 24 Sept 2026
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
The price is ฿2,817 per night from 25 Oct to 26 Oct
฿2,817
฿3,135 total
25 Oct - 26 Oct
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! (1,004 reviews)
"Great"
Reviewed on 24 Sept 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿3,401 per night from 25 Oct to 26 Oct
฿3,401
฿3,785 total
25 Oct - 26 Oct
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.
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.
