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

Find Historic Hotels in Winchester, VA

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Check availability on Winchester Historic Hotels

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Winchester historic hotels

Exterior
2 bars/lounges
Lobby
Reception hall

1. Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
Luray
United Kingdom
Alison Smillie
NT$3,230
NT$3,985 total
includes taxes & fees
Aug 17 - Aug 18
Mimslyn Inn Historic Hotels Of America
Meeting facility
Ballroom
Exterior
Front of property

2. Airlie Hotel

Airlie Hotel
Warrenton
United States
Lynne
NT$7,123
NT$8,451 total
includes taxes & fees
Aug 13 - Aug 14
Airlie Hotel
View all properties

Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"The staff was amazing. Best check in ever. Breakfast is very basic but it's OK since there are some great places for breakfast in town worth going."
Maddalena 1-night trip
Posted 3 hours ago
Spark by Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Nice sized room & bathroom. Nice shower. Dove shampoo. Good tasting breakfast nice polite staff I worth the price.not much noise I slept well. The pool looked fine. There was a bar but I didnt use any t. I really enjoyed my time there"
Robin 1-night trip
Posted 12 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

8/10 Good
"Clean room the whole place was nice. Breakfast was good with options"
Roger 1-night trip
Posted 14 hours ago
Country Inn & Suites by Radisson, Winchester, VA
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"Good location"
David 1-night trip
Posted 15 hours ago
Fairfield Inn & Suites by Marriott Winchester
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Staff were great. Breakfast was good"
James 1-night trip
Posted 15 hours ago
Mimslyn Inn Historic Hotels Of America
Skyland

Skyland

10/10 Excellent
"Great location beautiful view"
liz 2-night trip
Posted 19 hours ago
Skyland
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great walking location to everything. Fancy historic building."
Natt 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel
Salamander Resort And Spa

Salamander Resort And Spa

8/10 Good
"The property and staff are amazing. Lots to do if you bring the kiddos, the kids camp let's adults relax and enjoy amenities. The one thing the property can work on is the food menu; more variety is needed. The Red Horse Tavern is a 5-minute walk into town and has the best food!! "
JOYSE 2-night trip
Posted 3 weeks ago
Salamander Resort And Spa

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 family-friendly area.
How many historically relevant hotels will I find in Winchester?
In Winchester, you'll find 78 hotel accommodations bookable on Expedia, including 4 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 Stonewall Jackson's Headquarters, Patsy Cline Historic House, and Abram's Delight. Cultural venues include Bright Box Theater, Museum of the Shenandoah Valley, and Winchester Little Theater. A couple of additional sights to add to your agenda are Apple Blossom Mall and Rock Harbor Golf Course.
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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