Winchester Historic District Travel Guide
Winchester
Visit Winchester Historic District
Stay near popular Winchester Historic District attractions
Things to do
Shenandoah Tour: Self-Guided Drive
฿567
per traveller
98% of travellers recommend
Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is ฿4,363 per night from 19 Nov to 20 Nov
฿4,363
฿4,943 total
19 Nov - 20 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 ...
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ฿2,343 per night from 7 Dec to 8 Dec
฿2,343
฿2,584 total
7 Dec - 8 Dec
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! (1,074 reviews)
"Staff was great. Beds were comfortable."
Reviewed on 6 Nov 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is ฿2,688 per night from 9 Nov to 10 Nov
฿2,688
฿2,992 total
9 Nov - 10 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! (1,440 reviews)
"J’ai apprécié la proximité de la grande route. Ce que j’ai aimé moins c’est le bruit. C’est pas très bien isolé, nous étions au 3eme étage et on s’est fait réveillé par les gens au-dessus de nous à 4:00 le matin. Et on les entendais parler fort. Heureusement ils sont partis quelque temps après ..."
Reviewed on 5 Nov 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is ฿2,728 per night from 15 Nov to 16 Nov
฿2,728
฿3,036 total
15 Nov - 16 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 ฿2,532 per night from 17 Nov to 18 Nov
฿2,532
฿2,818 total
17 Nov - 18 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! (1,017 reviews)
"Staff and location were great. However, the room smelled like wet dog and there was a mold stain from the room’s bathroom above us on the ceiling. If were weren’t exhausted from the day, we would have found another location."
Reviewed on 6 Nov 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
The price is ฿3,479 per night from 8 Nov to 9 Nov
฿3,479
฿3,873 total
8 Nov - 9 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 breakfast and the helpful staff ...
9.2/10 Wonderful! (2,262 reviews)
"We only spent one night but we loved the location close to some shops, the beds were comfortable and the staff were helpful! I would recommend."
Reviewed on 5 Nov 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.
