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 Rp2.218.025 per night from 23 Apr to 24 Apr
Rp2.218.025
Rp2.513.023 total
23 Apr - 24 Apr
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)
Property was beautiful! Staff was very helpful. Restaurant was very nice for breakfast.

Reviewed on 8 Apr 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 Rp1.565.104 per night from 19 Apr to 20 Apr
Rp1.565.104
Rp1.753.937 total
19 Apr - 20 Apr
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! (999 reviews)
Couldn't hook up to WiFi. Had to use our hotspot. Outside litered with beer bottles and trash. Carpets on 2nd floor ripped, filthy, and bunched up. Staff not impressive.

Reviewed on 7 Apr 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 Rp1.867.918 per night from 12 Apr to 13 Apr
Rp1.867.918
Rp2.032.254 total
12 Apr - 13 Apr
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! (2,266 reviews)
The hotel is very noisy. running water, showers (?) kept us safe up all night. Next morning, no eggs, no bacon, no sausage for breakfast. Allegedly, they did not receive their shipment. Only cold cereals…. Will no go back to La Quinta..

Reviewed on 7 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 Rp1.447.211 per night from 10 May to 11 May
Rp1.447.211
Rp1.574.631 total
10 May - 11 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 ...
7.8/10 Good! (1,003 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 Rp1.524.275 per night from 26 Apr to 27 Apr
Rp1.524.275
Rp1.658.411 total
26 Apr - 27 Apr
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! (1,465 reviews)
I love staying at the Microtel In Winchester VA. It's close to highway exit and many options for dining. The staff are amazing and friendly. The rooms are always clean. Highly recommend it....and I will be back.

Reviewed on 5 Apr 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
The price is Rp1.701.880 per night from 3 May to 4 May
Rp1.701.880
Rp1.928.230 total
3 May - 4 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 ...
9/10 Wonderful! (1,000 reviews)
The property is an older establishment. There were no outlets on the bathroom side of the bed. The pet area was over grown. Needed mowing.

Reviewed on 7 Apr 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