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 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Top Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great stay love the area very clean and staff was very helpful"
Jeanette 1-night trip
Posted 2 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Everything was great...Would definitely stay here again!"
Miranda 1-night trip
Posted 5 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Not bad for the price . Staff was very friendly and personable. Location was great . Overall a good place for a good night sleep while passing through area. Would use again while traveling"
Dakota 1-night trip
Posted 22 hours ago
Quality Inn Winchester
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"Great location. Clean, comfortable, great breakfast options. Staff pleasant and helpful."
Vonnice 1-night trip
Posted 23 hours ago
Fairfield Inn & Suites by Marriott Winchester
Skyland

Skyland

10/10 Excellent
"Location! View!"
Mary 1-night trip
Posted 1 day ago
Skyland
Lansdowne Resort and Spa

Lansdowne Resort and Spa

8/10 Good
"The hotel property and staff were great. The service at the clubhouse restaurant was terrible. We didn’t get one of our meals until after everyone ese was already finished and had to ask to have it removed from the bill. Otherwise the hotel was lovely but the dining experience was sub par."
Julie 2-night trip
Posted 3 days ago
Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

10/10 Excellent
"A really luxe resort. Outside pool area super good fun and great for kids and adults alike with separate areas. Well staffed in all areas of the hotel"
Louise 1-night trip
Posted 3 days 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 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 Stonewall Jackson's Headquarters, Patsy Cline Historic House, and Abram's Delight. Cultural venues include Museum of the Shenandoah Valley, Bright Box Theater, and Winchester Little Theater. 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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