Winchester Historic District Travel Guide
Tourist Guide
Visit Winchester Historic District
Stay near popular Winchester Historic District attractions
Our pick of the best Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is NZ$244 per night from 19 July to 20 July
NZ$244
19 July - 20 July
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)
"Cool historic hotel! Very clean and nice!"
Reviewed on 1 July 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is NZ$154 per night from 20 July to 21 July
NZ$154
20 July - 21 July
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 ...
9/10 Wonderful! (1,001 reviews)
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."
Reviewed on 28 June 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is NZ$177 per night from 26 July to 27 July
NZ$177
26 July - 27 July
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! (999 reviews)
"Great stay, very helpful staff during our late arrival"
Reviewed on 1 July 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is NZ$184 per night from 26 July to 27 July
NZ$184
26 July - 27 July
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! (1,000 reviews)
"Clean. Friendly staff. Zero complaints."
Reviewed on 28 June 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is NZ$178 per night from 12 July to 13 July
NZ$178
12 July - 13 July
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 ...
9.2/10 Wonderful! (1,445 reviews)
"Very clean and comfortable hotel. Bathroom was very small, room a good size. A/C was comfortable. Reception pleasant"
Reviewed on 29 June 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is NZ$158 per night from 19 July to 20 July
NZ$158
19 July - 20 July
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! (1,001 reviews)
"We will not go here again. Room was dirty. My grandkids feet were dirty from walking around barefoot. Housekeeping didnt do a good job. The coffee tray wasnt cleaned up from last guest. Microwave had food splattered in it. We were on the first floor and the window lock was broken. I put a stick in ..."
Reviewed on 1 July 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.
Check Winchester Historic District hotel availability
Our guide on 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.
