Winchester Historic District Travel Guide

Winchester

Winchester Historic District
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

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 ฿4,142 per night from 2 Nov to 3 Nov
฿4,142
฿4,693 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3.5-star spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the bar and the helpful staff in their ...
9.2/10 Wonderful! (1,002 reviews)
Amazing hotel with lovely rooms, easy parking, near (walking distance ) great restaurants and shops. Highly recommend spa in building.

Reviewed on 23 Oct 2025

The George Washington Hotel, A Wyndham Grand Hotel
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
Fully refundableReserve now, pay when you stay
The price is ฿3,356 per night from 29 Oct to 30 Oct
฿3,356
฿3,651 total
29 Oct - 30 Oct
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,181 reviews)
I would give a 5 star but except for the fruit flies that were in the breakfast area which the front desk said they were going to take care of. Everything else was great.

Reviewed on 23 Oct 2025

La Quinta Inn & Suites by Wyndham Winchester
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA
The price is ฿2,256 per night from 2 Nov to 3 Nov
฿2,256
฿2,455 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the clean rooms in their reviews. Popular attractions ...
7.4/10 Good! (1,004 reviews)
Good Stay
Good stay for an overnight trip. Kumar treated us like very special people! Clean and very comfortable. Only problem - ADA shower very difficult to use for someone less then 5’4. Reaching the shower head was impossible. Would not recommend this place for special needs.

Reviewed on 22 Oct 2025

Red Roof Inn Winchester, VA
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is ฿3,308 per night from 1 Nov to 2 Nov
฿3,308
฿3,599 total
1 Nov - 2 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 ...
9.4/10 Exceptional! (1,043 reviews)
Clean rooms and comfortable beds and bedding. Plentiful bath towels. Convenient location

Reviewed on 24 Oct 2025

Comfort Inn & Suites 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 ฿3,326 per night from 3 Nov to 4 Nov
฿3,326
฿3,768 total
3 Nov - 4 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 and the clean rooms ...
9/10 Wonderful! (1,001 reviews)
Parking area felt very safe. Fruit available for breakfast.

Reviewed on 21 Oct 2025

Hampton Inn Winchester-University/Mall Area
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 ฿2,538 per night from 23 Nov to 24 Nov
฿2,538
฿2,761 total
23 Nov - 24 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 and the clean rooms ...
9/10 Wonderful! (1,344 reviews)
The afternoon and evening staff, particularly the girl at check in later in the day, were lovely and professional. They completed their duties pleasantly and in a respectful manner. They provided detailed answers and ensured our comfort. The morning staff, less than stellar. Out of uniform, conversational ...

Reviewed on 21 Oct 2025

Microtel 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

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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