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 16 July to 17 July
NZ$244
16 July - 17 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 2 Aug to 3 Aug
NZ$154
2 Aug - 3 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 ...
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$179 per night from 26 July to 27 July
NZ$179
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! (1,003 reviews)
"Very inviting front desk lobby. Staff was friendly and courteous. Area by lobby had information on area restaurants, things to do, very helpful."
Reviewed on 2 July 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is NZ$188 per night from 5 July to 6 July
NZ$188
5 July - 6 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! (1,002 reviews)
"Breakfast selection was good, although the scrambled eggs were disappointing in texture and slightly in taste. Good breakfast otherwise. Good bed, clean room. Bathroom sink water drain was very slow. Outside hallway rug (4th floor) sticking up in many spots like speed bumps, making walking dangerous. ..."
Reviewed on 2 July 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is NZ$180 per night from 2 Aug to 3 Aug
NZ$180
2 Aug - 3 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 ...
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 2 Aug to 3 Aug
NZ$158
2 Aug - 3 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 ...
8.2/10 Very good! (1,002 reviews)
"Hotel is starting to run down, needs some remodeling."
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.
