Winchester Historic District Travel Guide

Winchester

Buildings and streets in the historic part of the ancient city of Winchester in Virginia.
Winchester Historic District
Winchester Historic District
Winchester Historic District
Winchester Historic District

Popular places to visit


Top hotels in Winchester Historic District

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
The price is Rp2.294.297 per night from 9 Jun to 10 Jun
Rp2.294.297
Rp2.599.438 total
9 Jun - 10 Jun
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! (1,004 reviews)
The staff was helpful and kind. The architecture was incredible.

Reviewed on 12 May 2026

The George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
The price is Rp1.513.342 per night from 31 May to 1 Jun
Rp1.513.342
Rp1.714.652 total
31 May - 1 Jun
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! (1,015 reviews)
Everything was great from check-in to checkout. Facilities were clean, room was clean, pool was clean and well taken care bo complaints.

Reviewed on 16 May 2026

Spark by Hilton Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is Rp1.249.387 per night from 24 May to 25 May
Rp1.249.387
Rp1.359.368 total
24 May - 25 May
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! (1,072 reviews)
The room was clean, and the staff was very welcoming and friendly. The location is especially convenient for truckers or anyone needing a quick overnight stop. The rooms have been partially updated with new flooring and a more modern look, but the walls still need some attention, which made the updates ...

Reviewed on 16 May 2026

Travelodge by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
The price is Rp1.660.277 per night from 17 May to 18 May
Rp1.660.277
Rp1.806.332 total
17 May - 18 May
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! (1,458 reviews)
The hotel was clean and the bed was comfortable. However, there were no cups in the room for coffee, yet there was a coffee machine and lids for cups. I called down to the front desk and was told they don't supply cups in the room and if I wanted a cup I had to go down to the coffee bar to get one. ...

Reviewed on 13 May 2026

Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
The price is Rp1.706.909 per night from 24 May to 25 May
Rp1.706.909
Rp1.909.978 total
24 May - 25 May
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)
You have to pay 8.00 for breakfast, but it was very good. Room was clean, safe location.

Reviewed on 16 May 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
The price is Rp2.146.834 per night from 18 May to 19 May
Rp2.146.834
Rp2.335.755 total
18 May - 19 May
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! (2,272 reviews)
Be Aware!! Parking was a bit hard( we were pulling an enclosed trailer) had to back out from around the building because it did not circle all the way around . Room was clean and comfortable bed was soft, breakfast was the usually continental hot breakfast nothing special but ok. Would stay ...

Reviewed on 15 May 2026

La Quinta Inn & Suites by Wyndham Winchester
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.

Other neighbourhoods around Winchester Historic District

The Courthouse in Winchester, Virginia.

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.

Old Town Winchester


Winchester Historic District Travel Guide