Historic Hotels & Resorts in Winchester from AU$155

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Check availability on Winchester Historic Hotels

Our top choices for Winchester historic hotels

Terrace/patio

Historic Bluemont Village Home

Historic Bluemont Village Home
Bluemont
10.0 out of 10, Exceptional, (39 reviews)
"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 AU$630
includes taxes & fees
20 Jan - 21 Jan
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, (1,001 reviews)
"Perfect stay will stay again."
United States
EDWARD
The price is AU$155
includes taxes & fees
20 Jan - 21 Jan
Mimslyn Inn Historic Hotels Of America
Meeting facility

Airlie Hotel

Airlie Hotel
3.5 star property
Warrenton
8.6 out of 10, Excellent, (338 reviews)
"Gorgeous grounds. Worth the visit. "
United States
mary lynne
The price is AU$277
includes taxes & fees
20 Jan - 21 Jan
Airlie Hotel
Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (70 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is AU$160
includes taxes & fees
26 Jan - 27 Jan
❤️ Secluded 1940s Romantic Tiny House on the River
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, (343 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is AU$418
includes taxes & fees
20 Jan - 21 Jan
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (354 reviews)
"Great place!"
United States
Donald C.
The price is AU$418
includes taxes & fees
20 Jan - 21 Jan
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Property grounds

Best location! The Iron Horse @ historic 1799 Inn

Best location! The Iron Horse @ historic 1799 Inn
Harpers Ferry
9.8 out of 10, Exceptional, (11 reviews)
"Lovely inn, we greatly enjoyed our stay!"
United States
Lisa B.
The price is AU$393
includes taxes & fees
21 Jan - 22 Jan
Best location! The Iron Horse @ 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, (312 reviews)
"Love our stay. Beautiful place. Scenic views were the best. "
United States
Joyce F.
The price is AU$418
includes taxes & fees
20 Jan - 21 Jan
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Exterior

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (45 reviews)
"Prime location for all things in Harpers Ferry!! "
United States
Annette K.
The price is AU$406
includes taxes & fees
20 Jan - 21 Jan
Enchanting Cottage, walk to Downtown Harpers Ferry
Smart TV, ping pong, books

Walk to Old Rag* hot tub* 360 mountain views

Walk to Old Rag* hot tub* 360 mountain views
Sperryville
10.0 out of 10, Exceptional, (21 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
The price is AU$892
includes taxes & fees
20 Jan - 21 Jan
Walk to Old Rag* hot tub* 360 mountain views
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

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"Super clean room comfy beds"
Joy 1-night trip
Posted 2 days ago
Hampton Inn Winchester N/Conference Center, VA

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, Secret Gardens Carriage House 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 ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed.
How many historically relevant hotels are located in Winchester?
Winchester has 77 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 The Kernstown Battlefield. 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.