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Historic Hotels in Winchester

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Top Trending Historical Hotels in Winchester

Hotel Strasburg - Strasburg Hotels
Rating: 3.0 Stars

Hotel Strasburg

213 S. Holliday Street, Strasburg - Map
 
 
"A GEM!"
Extremely friendly and courteous staff. Easy to find
A Traveller
Located near the airport, this hotel is in Strasburg (Front Royal Entrance), and area attractions include Belle Grove …More
Fairfield & Suites by Marriott Winchester - Winchester Hotels
Rating: 2.5 Stars

Fairfield & Suites by Marriott Winchester

250 Front Royal Pike, Winchester - Map
 
 
"Great night stay"
We loved the hotel. Room was very clean. Our kids loved the pool. The breakfast was terrific. We will stay again for our next trip.
Chad from Canton, OH
This hotel is located in Winchester (Front Royal Entrance), near the airport, Apple Blossom Mall, Shenandoah University, and …More
Cool Harbor Motel - Front Royal Hotels
Rating: 2.0 Stars

Cool Harbor Motel

141 West 15th Street, Front Royal - Map
 
 
"Convenient location from Skyline Drive."
Met our over night needs. Spacious room very inviting. Will keep this on our list when passing through again.
JoeSeabee from Melbourne, FL
This motel is located in Front Royal (Front Royal Entrance), close to Skyline Caverns. Regional attractions also include …More
Red Roof Inn Winchester, VA - Winchester Hotels
Rating: 2.0 Stars
$58

Red Roof Inn Winchester, VA

991 Millwood Pike, Winchester - Map
 
 
"Great motel in great location"
The check-in was quick and the room clean and comfortable. Motel is right off the highway I-81 and there are many restaurants close by. I would definitely stay there again.
Ren
This hotel is located in Winchester (Front Royal Entrance), near the airport, Shenandoah University, Apple Blossom Mall, and …More
Hampton Inn - Winchester N/Convention Center - Winchester Hotels
Rating: 2.5 Stars

Hampton Inn - Winchester N/Convention Center

1204 Berryville Avenue, Winchester - Map
 
 
"Overnight stay on my way through town"
My room was clean and fresh. The bed was very comfortable. And the choices at breakfast were delightful, hot and cold foods and beverages. In addition, fruit was always available in the lobby. The staff was friendly and welcoming.
E from upstate New York
This hotel is located in Winchester (Front Royal Entrance), near the airport, Jim Barnett Park, Handley Regional Library, and …More
The George Washington Hotel, A Wyndham Grand Hotel - Winchester Hotels
Rating: 3.5 Stars

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester - Map
 
 
"Great Hotel in a nice small city"
I've stayed at the George Washington Inn -- the staff are exceptionally helpful and friendly. The restaurant is also very good and they accommodate my sons' "off-menu" ideas readily.
Beams from Philadelphia
This historic hotel is located in Winchester (Front Royal Entrance), close to Handley Regional Library, Stonewall Jackson's …More
Hilton Garden Inn Winchester - Winchester Hotels
Rating: 3.0 Stars

Hilton Garden Inn Winchester

120 Wingate Drive, Winchester - Map
 
 
"Wonderful staff"
We recently broke down on the highway and stayed here while trying acquire a rental car. The staff was wonderful and understanding of our troubles and extended or check out time for the better part of the next day. I would absolutely staff here again it regiment this hotel to others. Thanks for helping me!
Rob from New Jersey
This hotel is located in Winchester (Front Royal Entrance), near the airport, Apple Blossom Mall, Handley Regional Library …More
Holiday Inn Winchester Se-Historic Gateway - Winchester Hotels
Rating: 3.0 Stars

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester - Map
 
 
"Great hotel!"
My husband and I stayed at the Holiday Inn for a weekend getaway. We were pleasantly surprised at the accommodations. The hotel was very clean, comfortable and great breakfast. We would stay there again.
Robin from yorktown va
This hotel is located in Winchester (Front Royal Entrance), close to Apple Blossom Mall, Shenandoah University, and Jim …More
Hampton Inn Winchester-University/Mall Area - Winchester Hotels
Rating: 2.5 Stars

Hampton Inn Winchester-University/Mall Area

1655 Apple Blossom Dr, Winchester - Map
 
 
"Nice Motel and Great Location in Trendy Town"
Second stay and again a great experience !! Convenient location just off I-81 in Winchester. Staff were all very nice and accomodating to making last minute changes. Rooms were nice and well kept. Breakfast was good and had many options. Eating at the Walking Mall a couple miles away is a great choice for dinner - we chose Brewbakers.
Bill from Rochester, NY
This hotel is located in Winchester (Front Royal Entrance), close to Shenandoah University, Apple Blossom Mall, and Jim …More
Econo Lodge North - Winchester Hotels
Rating: 2.0 Stars

Econo Lodge North

1593 Martinsburg Pike, Winchester - Map
 
 
"Florida vaction"
Nice location good price could use updating good for a 1 night stay
Dean from Montreal
This hotel is located in Winchester (Front Royal Entrance), close to Stonewall Jackson's Headquarters, Handley Regional …More

Search from 16 Winchester Hotels


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    Winchester Historic Hotel Guide

    Travel back in time and reserve a room at a historic Winchester hotel.
    • Choose from our vast selection of historic hotels
    • Stay in a classic hotel with an intriguing history
    • Don’t waste time searching for lower prices elsewhere

    Book today and experience the charm and allure of a hotel with a story and a past. Look past the sparkly, modern high-rise hotels and go the rustic route instead.

    Read More

    Because when you choose a historic Winchester hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Winchester, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

    While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our cheap deals, you can confidentially book classic hotels in Winchester knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a unique place to rest, browse our selection of historic Winchester hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.

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    91% recommended
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    From 29,939 Reviews