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
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Winchester historic hotels

Exterior
Lobby
Reception hall
2 restaurants; breakfast, lunch, dinner and brunch served

1. Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
Luray
United Kingdom
Alison Smillie
€137
includes taxes & fees
28 Sept - 29 Sept
Mimslyn Inn Historic Hotels Of America
Meeting facility
Front of property
Exterior
Ballroom

2. Airlie Hotel

Airlie Hotel
Warrenton
United States
Holly
€290
includes taxes & fees
9 Oct - 10 Oct
Airlie Hotel
View all properties

Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Clean room and quiet"
Stephanie 1-night trip
Posted 9 hours ago
Spark by Hilton Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Friendly, clean, what more can you ask?!"
Mitzi 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Skyland

Skyland

10/10 Excellent
"The views are so amazing, both from our room and the restaurant dining room. Enjoyed the serenity of the area, very beautiful!"
Faith 1-night trip
Posted 15 hours ago
Skyland
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Nice area. Very clean. Delicious and hot breakfast."
Rebekah 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Winchester, VA
Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"Very comfortable conditions and friendly staff."
Michael 1-night trip
Posted 1 day ago
Quality Inn Winchester
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

8/10 Good
"Friendly young man at front desk. Clean hotel, very comfy beds and pillows and a lot of water pressure. Large room with kitchen and large fridge with a freezer."
Kimberley 1-night trip
Posted 3 days ago
Candlewood Suites Winchester by IHG
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

8/10 Good
"We stayed for 1 on night on our way back home. Comfortable beds, clean room & friendly staff. Breakfast had a lot of options, just the eggs looked water and rubbery. Wasn't hard to find something else to eat instead. We didn't use the pool and the rooster behind the building confused me when loading our items back into our truck in the morning, thought I was loosing my mind till I walked over a bit and seen him staring at me. Gave me a good chuckle. We would 100% stay here again."
Patti 1-night trip
Posted 4 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 vibrant area.
What's the best accommodation in Winchester to absorb the local history?
Based on our travel expertise, Delightful and Serene Hundred Year Old Sweet Space Among the Gardens is a top guest house 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. If you're interested in local history, another option for your stay is 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 76 hotels 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 itinerary are Shenandoah Valley Discovery Museum and Apple Blossom Mall.
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.