Historic Hotels & Resorts in Winchester from AU$151

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Check availability on Winchester Historic Hotels

Tonight
5 Mar - 6 Mar
Tomorrow
6 Mar - 7 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Winchester historic hotels

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (72 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$196
includes taxes & fees
12 Mar - 13 Mar
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
3.0 star property
Luray
9.0 out of 10, Wonderful, (1,002 reviews)
"Perfect stay will stay again."
United States
EDWARD
The price is AU$151
includes taxes & fees
9 Mar - 10 Mar
Mimslyn Inn Historic Hotels Of America
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, (315 reviews)
"beautiful cabin, we wish we could have stayed longer! "
United States
Trisha L.
The price is AU$362
includes taxes & fees
8 Mar - 9 Mar
"The Chalet" Shenandoah Valley Getaway 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, (356 reviews)
"Great place!"
United States
Donald C.
The price is AU$362
includes taxes & fees
8 Mar - 9 Mar
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Exterior

Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.

Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.
Berkeley Springs
10.0 out of 10, Exceptional, (283 reviews)
"Helpful host and excellent jacuzzi"
United States
Jenny R.
The price is AU$1,019
includes taxes & fees
8 Mar - 9 Mar
Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.
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, (347 reviews)
"Everything was perfect for our stay. "
United States
Debbie O.
The price is AU$385
includes taxes & fees
15 Mar - 16 Mar
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Property grounds

Best location! Baltimore Suite @ historic 1799 Inn

Best location! Baltimore Suite @ historic 1799 Inn
Harpers Ferry
9.6 out of 10, Exceptional, (11 reviews)
"Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future."
United States
Andrew R.
The price is AU$313
includes taxes & fees
8 Mar - 9 Mar
Best location! Baltimore Suite @ historic 1799 Inn
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$385
includes taxes & fees
9 Mar - 10 Mar
Enchanting Cottage, walk to Downtown Harpers Ferry
Outdoor dining

The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
9.0 out of 10, Wonderful, (67 reviews)
"Quiet setting and friendly owner."
United States
Helen W.
The price is AU$547
includes taxes & fees
6 Mar - 7 Mar
The Van Gogh Room in Villa
Property grounds

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (89 reviews)
"Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is."
United States
Lisa S.
The price is AU$587
includes taxes & fees
6 Mar - 7 Mar
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
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
"We are always impressed with this hotel. We stay here twice a year and find it clean and welcoming each time."
Valerie 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham 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, 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 76 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, George Washington's Office and Stonewall Jackson's Headquarters. 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.