A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester Historic Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Winchester historic hotels

A grand, two-story building with a symmetrical facade, large windows, and a central entrance with a decorative archway.
A formal dining area with multiple tables set for a meal, surrounded by elegant chairs and chandeliers.
A sunlit room with large windows, a tiled floor, and a seating area with a sofa and chairs.
A grand staircase with a red carpet, a wooden floor, and a chandelier.

1. Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
Luray
United States
Alan
NT$3,784
NT$4,669 total
includes taxes & fees
Nov 5 - Nov 6
Mimslyn Inn Historic Hotels Of America
A spacious living room with a fireplace, two white sofas, a wooden coffee table, and a chandelier.
A covered outdoor area with a fountain, benches, and a building with columns.
A spacious living room with a large beige sofa, a matching armchair, and a wooden coffee table. A chandelier hangs from the ceiling, and the room features large windows with blinds.
A large hall with high wooden ceilings and string lights, furnished with tables and chairs, and large windows offering views of greenery.

2. Airlie Hotel

Airlie Hotel
Warrenton
United States
Holly
NT$7,150
NT$8,469 total
includes taxes & fees
Nov 1 - Nov 2
Airlie Hotel
View all properties

Top Winchester Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

8/10 Good
"The room was very clean and larger than expected. It would have been nice to have more than 2 hangers in the closet. Our room was on the first floor, closest to the front desk and to the door to the stairwell, so there was quite alot of noise after "quiet" hours and before 7 a.m. Just wish it had been quieter in order to get a good (two) night's sleep. I might stay again, but would request a room on the upper floor."
Tina 2-night trip
Posted 8 hours ago
Mimslyn Inn Historic Hotels Of America
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Very nice room. Very clean."
Rebecca 1-night trip
Posted 8 hours ago
Spark by Hilton Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"We have family in the area and this hotel has become our go-to. It’s always clean, the staff are friendly, and the breakfast is good. If you get a room facing the highway, it can be a little noisy during the day, but the traffic really slows down at night. It’s walking distance to local restaurants and the movie theater is also a big plus."
Andrew 2-night trip
Posted 16 hours ago
Country Inn & Suites by Radisson, Winchester, VA
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"The property, well-staffed, has tired but neat decor, convenient parking, an adequately responsive elevator, and lies in an utterly convenient location for intercity trips along I-81. We will return."
David E 1-night trip
Posted 2 days ago
Travelodge by Wyndham Winchester
Skyland

Skyland

10/10 Excellent
"Wonderful stay. Cabin was clean and bed was comfortable."
Donna 2-night trip
Posted 2 days ago
Skyland
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"Great place to stay in Winchester."
Thomas 2-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Winchester
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

10/10 Excellent
"Nice place to stay. Convenient for our travels."
marilyn 1-night trip
Posted 5 days ago
Candlewood Suites Winchester by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"For the price we could not ask for more......well run hotel.....thanks!"
Jeffrey 1-night trip
Posted 5 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What should I expect on my historical trip to Winchester?
Visitors love the fascinating history they can explore on a trip to Winchester. The array of shops and top-notch restaurants are some of the places to visit while you're here. You can also discover the theater scene during your vacation in this vibrant area.
How many historically relevant hotels will I find in Winchester?
In Winchester, you'll find 75 hotel accommodations bookable on Expedia, including 3 designated as historic hotels or close to historic sites.
What are the top historical sites and other places in Winchester?
Winchester is notable for landmarks like Patsy Cline Historic House, Stonewall Jackson's Headquarters, and George Washington's Office. Cultural venues include Bright Box Theater, Museum of the Shenandoah Valley, and Old Court House Civil War Museum. A couple of additional sights to add to your agenda are Shenandoah Valley Discovery Museum and Apple Blossom Mall.
What is a historic hotel like in Winchester?
Guests who choose a historic hotel can stay someplace that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to place more significance on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value and how it shaped the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Winchester, it doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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