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 3.428.733 ₫ per night from 14 Jul to 15 Jul
3.428.733 ₫
3.884.755 ₫ total
14 Jul - 15 Jul
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! (1,008 reviews)
"This was the neatest place I've stayed at. The building is gorgeous and they've kept the historic aspects of it very nice. Beds were very comfortable. Shower was hot and had good pressure. Staff was all very friendly. There's a nice pub with live music right next door. Lots to do and see in this ..."
Reviewed on 27 Jun 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is 2.274.777 ₫ per night from 26 Jul to 27 Jul
2.274.777 ₫
2.577.322 ₫ total
26 Jul - 27 Jul
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! (1,010 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 Jun 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is 2.231.911 ₫ per night from 5 Jul to 6 Jul
2.231.911 ₫
2.461.756 ₫ total
5 Jul - 6 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. ...
9.2/10 Wonderful! (988 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."
Reviewed on 26 Jun 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is 1.814.562 ₫ per night from 30 Jun to 1 Jul
1.814.562 ₫
1.974.454 ₫ total
30 Jun - 1 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. ...
8.6/10 Excellent! (1,049 reviews)
"The hotel is housing many long term guests. There should be some notice before you book a hotel like that. The hotel looks neat and clean from the outside. However, it’s a little beat up inside the hallways and rooms."
Reviewed on 28 Jun 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
The price is 2.445.714 ₫ per night from 6 Jul to 7 Jul
2.445.714 ₫
2.739.831 ₫ total
6 Jul - 7 Jul
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 ...
9.2/10 Wonderful! (1,005 reviews)
"Clean. Friendly staff. Zero complaints."
Reviewed on 28 Jun 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is 2.212.977 ₫ per night from 9 Jul to 10 Jul
2.212.977 ₫
2.463.043 ₫ total
9 Jul - 10 Jul
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! (1,007 reviews)
"Not impressed. Some weird stains on the mattress cover and beside the bed. Sheets were clean. Bed was comfy. Dirty sink. Stained shower curtain and bedspread. Checking in, staff was great. Day staff was not nice and barely spoke. Lady running breakfast was very rude when someone told her the coffee ..."
Reviewed on 27 Jun 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.
