Winchester Historic District Travel Guide
Winchester
Visit Winchester Historic District
Stay near popular Winchester Historic District attractions
Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is ฿4,400 per night from 1 Nov to 2 Nov
฿4,400
฿4,985 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,003 reviews)
"I really enjoyed the property. Extremely convenient to downtown attractions while being relatively quiet and nice. Staff was very helpful, room was lovely and clean and the pool was gorgeous."
Reviewed on 24 Oct 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,396 per night from 26 Oct to 27 Oct
฿2,396
฿2,643 total
26 Oct - 27 Oct
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! (1,083 reviews)
"Le lit était très confortable."
Reviewed on 24 Oct 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿2,809 per night from 22 Nov to 23 Nov
฿2,809
฿3,127 total
22 Nov - 23 Nov
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! (1,435 reviews)
"The room was just ok; not any room in the bathroom to put anything so I had to store items on top of the toilet; breakfast was just mediocre."
Reviewed on 23 Oct 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿2,878 per night from 1 Nov to 2 Nov
฿2,878
฿3,203 total
1 Nov - 2 Nov
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. ...
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is ฿2,553 per night from 1 Nov to 2 Nov
฿2,553
฿2,841 total
1 Nov - 2 Nov
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! (1,018 reviews)
"Ok stay, free breakfast was good ( just there for a transit)."
Reviewed on 24 Oct 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is ฿3,464 per night from 25 Oct to 26 Oct
฿3,464
฿3,856 total
25 Oct - 26 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (2,271 reviews)
"Hot showers. Good breakfast."
Reviewed on 24 Oct 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.
Where to stay in Winchester Historic District
Find the best Winchester Historic District areas for the activities you enjoy most.
Old Town Winchester
Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.
