Winchester Hotel Guide - Historic Hotels in Winchester, Virginia

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Top Winchester Historic Hotels

Porch
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is €101
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Winchester-University/Mall Area
Terrace/patio
Historic Bluemont Village Home

Historic Bluemont Village Home

Bluemont
10.0 out of 10, Exceptional, (37)
"This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!"
United States
Mary S.
The price is €383
includes taxes & fees
11 Nov - 12 Nov
Historic Bluemont Village Home
Exterior
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3.0 star property
Luray
9.0 out of 10, Wonderful, (1003)
"Lovely historical hotel, clean beautiful, friendly staff and great restaurant "
United States
Geralyn
The price is €120
includes taxes & fees
16 Nov - 17 Nov
Mimslyn Inn Historic Hotels Of America
Fireplace
Airlie Hotel

Airlie Hotel

3.5 star property
Warrenton
8.6 out of 10, Excellent, (327)
"Gorgeous grounds. Worth the visit. "
United States
mary lynne
The price is €126
includes taxes & fees
23 Nov - 24 Nov
Airlie Hotel
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is €95
includes taxes & fees
17 Nov - 18 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
Smart TV
Best location! Baltimore Suite @ historic 1799 Inn

Best location! Baltimore Suite @ historic 1799 Inn

Harpers Ferry
9.6 out of 10, Exceptional, (11)
"This property is the perfect location for those staying in Harpers Ferry. The accommodations were nice, and the location made it easy to explore the historic sites and businesses in Harpers Ferry. We recommend this property!"
United States
John F.
The price is €198
includes taxes & fees
12 Nov - 13 Nov
Best location! Baltimore Suite @ historic 1799 Inn
Property grounds
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Rileyville
9.8 out of 10, Exceptional, (305)
"Clean, neat and well equipped chalet. The views were lovely "
United States
Grace M.
The price is €225
includes taxes & fees
12 Nov - 13 Nov
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Pool
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Rileyville
10.0 out of 10, Exceptional, (336)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
United States
Sumcountryguy
The price is €257
includes taxes & fees
25 Nov - 26 Nov
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Exterior detail
Trouvaille House Suite 2 Parisian Apartment

Trouvaille House Suite 2 Parisian Apartment

Harpers Ferry
10.0 out of 10, Exceptional, (31)
"Perfect for a quick getaway "
United States
Sara J M.
The price is €249
includes taxes & fees
12 Nov - 13 Nov
Trouvaille House Suite 2 Parisian Apartment
Outdoor dining
Historic apartment in Old Town Warrenton, Virginia

Historic apartment in Old Town Warrenton, Virginia

Warrenton
9.8 out of 10, Exceptional, (57)
"Love the 5 minute walk to restaurants! Also loved staying in an apartment in a historic house. Very nicely furnished and had everything we needed. "
United States
Lynn M.
The price is €206
includes taxes & fees
11 Nov - 12 Nov
Historic apartment in Old Town Warrenton, Virginia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Clean room, pleasant staff, ease of check-in and check-out"
Grace 1-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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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, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed 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. A couple of other options near historic sites include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic..
How many historically relevant hotels are located in Winchester?
Winchester has 79 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 Patsy Cline Historic House, Stonewall Jackson's Headquarters and Abram's Delight. Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. 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.