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 Rp2.277.420 per night from 5 Apr to 6 Apr
Rp2.277.420
per night
5 Apr - 6 Apr
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! (1,001 reviews)
This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return ...

Reviewed on 31 Mar 2026

The George Washington Hotel, A Wyndham Grand Hotel
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 Rp1.494.504 per night from 12 Apr to 13 Apr
Rp1.494.504
per night
12 Apr - 13 Apr
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)
Breakfast was excellent and all the staff were very friendly.

Reviewed on 30 Mar 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 Rp1.864.733 per night from 5 Apr to 6 Apr
Rp1.864.733
per night
5 Apr - 6 Apr
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! (2,268 reviews)
The breakfast was subpar. Food was sparse Waffle maker didn't consistently work.

Reviewed on 1 Apr 2026

La Quinta Inn & Suites by Wyndham Winchester
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 out of 5
140 Costello Dr Winchester VA
The price is Rp1.425.553 per night from 28 Apr to 29 Apr
Rp1.425.553
per night
28 Apr - 29 Apr
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 ...
7.8/10 Good! (1,001 reviews)
I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature

Reviewed on 26 Mar 2026

Sleep Inn & Suites Winchester near University
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 Rp1.635.936 per night from 16 Apr to 17 Apr
Rp1.635.936
per night
16 Apr - 17 Apr
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! (1,460 reviews)
Being greeted by an alert and cheerful front desk person when checking in at 1 am set the tone for feeling comfortable about how the rest of the stay was going to go. i'll definitely try other Microtel Inn & Suites by Wyndham on my next trip.

Reviewed on 29 Mar 2026

Microtel Inn & Suites by Wyndham Winchester
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive Winchester VA
Fully refundableReserve now, pay when you stay
The price is Rp1.699.319 per night from 15 Apr to 16 Apr
Rp1.699.319
per night
15 Apr - 16 Apr
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 ...
9/10 Wonderful! (1,000 reviews)
Nice lobby, nice room, ample parking, good breakfast selection, good area around the hotel

Reviewed on 15 Mar 2026

Hampton Inn Winchester-University/Mall Area
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