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

Winchester Hotel Guide - Historic Hotels in Winchester, Virginia

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Check availability on Winchester Historic Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Winchester historic hotels

Exterior
2 restaurants; breakfast, lunch, dinner and brunch served
2 bars/lounges
Reception hall

1. Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
Luray
United Kingdom
Alison Smillie
€107
includes taxes & fees
25 Aug - 26 Aug
Mimslyn Inn Historic Hotels Of America
Meeting facility
Lobby sitting area
Front of property
Exterior

2. Airlie Hotel

Airlie Hotel
Warrenton
United States
Lynne
€226
includes taxes & fees
21 Aug - 22 Aug
Airlie Hotel
View all properties

Top Winchester Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

8/10 Good
"This historic hotel is lovely, and though the room we had was quite small, it may be the cleanest place we’ve ever stayed. Front desk, restaurant, and cleaning staff are simply wonderful!"
James 2-night trip
Posted 6 hours ago
Mimslyn Inn Historic Hotels Of America
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

8/10 Good
"no phone cord for the hotel phone so I couldn't call room to room and there were only 3 bath towels for 4 people but both were easy fixes. But my reservation said free breakfast and they wanted $10 for 2 people, so not sure what that was about"
Maria Amedeo 1-night trip
Posted 6 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"The room was spacious; clean"
JOSEGIN 1-night trip
Posted 7 hours ago
Spark by Hilton Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The room was awesome very modern. Great shower all glassed in. Sink out side of bathroom. Very comfortable beds. Nice room darkeing shades. Two nice tables and desk chair. Long otterman between them. No carpets. Great full breakfast. Beautiful pool with comfy lounge chairs. Nice gym. I would stay here every time I'm in"
Annette 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"It's hard to pick out one thing that makes the George Washington excellent. Is it the staff? Yes. But is it the ambiance of an historic hotel? Certainly. How about the location? For sure! Can it be the memories of past stays? Oh, yes as we always celebrate our anniversary in Winchester. What about the actual room? That jacuzzi and rain forest shower, king bed, and fireplace rocks! Here's an idea...put my excellent review to the test yourself!"
diana 5-night trip
Posted 13 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Skyland

Skyland

10/10 Excellent
"They have renovated since I have been here last and it looks great. The Restaurant staff is perfection. The coffee staff is so so kind. Especially this one older gentleman, he made small talk with all the guests and was so informative about blackberry pastries. And the lady who manages the gift shop. She checked in consistently and was so sweet. We enjoyed our time here and the views are incredible 😲"
Nida 1-night trip
Posted 17 hours ago
Skyland
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Room was quiet, clean & comfortable. Nice breakfast."
Sue 1-night trip
Posted 1 day ago
Travelodge by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

8/10 Good
"I liked this place. It's not stellar, but it is full-service and pleasant. Plenty of things to do and the staff is competent."
Lisa 3-night trip
Posted 2 days ago
Lansdowne Resort and Spa
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"This is a nice clean hotel that is updated. I would stay here again. No complaints."
Kiren 1-night trip
Posted 6 days ago
Fairfield Inn & Suites by Marriott Winchester

Frequently asked questions

What should a history buff expect from a stay in Winchester?
Visitors love the significant historical sites they discover on a trip to Winchester. The major shopping area and top-notch restaurants are some of the places to visit while you're here. You can also discover the theatre scene during your holiday to this family-friendly area.
What's the best accommodation in Winchester to absorb the local history?
Based on our travel expertise, ANS Inn has clean, spacious rooms located on 5 acres with little traffic. is a top hotel on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. Patsy Cline Historic House is a short 4-minute drive away. A couple of other options near historic sites include Delightful and Serene Hundred Year Old Sweet Space Among the Gardens and Peaceful Secret Gardens Tiny Home - A space to relax and get away from it all..
How many historically relevant hotels are located in Winchester?
Winchester has 78 hotels 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 itinerary are Apple Blossom Mall and Rock Harbor Golf Course.
What is a historic hotel like in Winchester?
By choosing a historic hotel, you can sleep in a place that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
These terms are similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasise the architecture and building. Mainly a heritage hotel draws meaning from the place's cultural value and how it influenced the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Visitors should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Winchester, it doesn't mean you will stay in a place that's uncomfortable for guests or rundown.