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 3.207.225 ₫ per night from 16 Aug to 17 Aug
3.207.225 ₫
3.633.787 ₫ total
16 Aug - 17 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! (1,014 reviews)
"It's hard to pick out one thing that makes the George Washington excellent. Is it the staff? Yes. But is it the ambiance of an historic hotel? Certainly. How about the location? For sure! Can it be the memories of past stays? Oh, yes as we always celebrate our anniversary in Winchester. What about ..."
Reviewed on 7 Aug 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is 2.441.250 ₫ per night from 12 Aug to 13 Aug
2.441.250 ₫
2.795.861 ₫ 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! (1,014 reviews)
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."
Reviewed on 6 Aug 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is 2.023.613 ₫ per night from 16 Aug to 17 Aug
2.023.613 ₫
2.292.753 ₫ total
16 Aug - 17 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 ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is 2.835.000 ₫ per night from 6 Sept to 7 Sept
2.835.000 ₫
3.155.356 ₫ total
6 Sept - 7 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! (2,268 reviews)
"Great value for the price. It's the second time we stayed there and we will stay there again!"
Reviewed on 7 Aug 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is 2.119.688 ₫ per night from 16 Aug to 17 Aug
2.119.688 ₫
2.359.212 ₫ total
16 Aug - 17 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 ...
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is 2.436.000 ₫ per night from 16 Aug to 17 Aug
2.436.000 ₫
2.711.268 ₫ total
16 Aug - 17 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 ...
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 Bright Box Theater and Stonewall Jackson's Headquarters.
