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 ฿4,134 per night from 16 Aug to 17 Aug
฿4,134
฿4,684 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! (1,002 reviews)
"The history"
Reviewed on 23 Jul 2026

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,537 per night from 26 Jul to 27 Jul
฿2,537
฿2,799 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is ฿2,810 per night from 9 Aug to 10 Aug
฿2,810
฿3,229 total
9 Aug - 10 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 ...

TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿3,256 per night from 30 Jul to 31 Jul
฿3,256
฿3,624 total
30 Jul - 31 Jul
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. ...

Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿3,329 per night from 5 Aug to 6 Aug
฿3,329
฿3,705 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 helpful staff and the clean rooms ...

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is ฿2,732 per night from 11 Aug to 12 Aug
฿2,732
฿3,041 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 ...
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 Winchester Little Theater and Shenandoah Valley Discovery Museum.




