Winchester Historic Hotel

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Our top choices for Winchester historic hotels

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 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 HK$310
HK$819 total
includes taxes & fees
9 Mar - 10 Mar
❤️ Secluded 1940s Romantic Tiny House on the River

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
3.0 star property
Luray
9.0 out of 10, Wonderful, (1,008 reviews)
"Perfect stay will stay again."
United States
EDWARD
The price is HK$676
HK$835 total
includes taxes & fees
1 Mar - 2 Mar
Mimslyn Inn Historic Hotels Of America

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, (282 reviews)
"Everything was perfect from the time we arrived until we left. The host was very nice, the house was very cozy and accomodating."
United States
Sandy R.
The price is HK$1,721
HK$5,274 total
includes taxes & fees
5 Mar - 6 Mar
Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.

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 HK$1,017
HK$1,733 total
includes taxes & fees
8 Mar - 9 Mar
Best location! Baltimore Suite @ historic 1799 Inn

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 HK$1,603
HK$3,236 total
includes taxes & fees
4 Mar - 5 Mar
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

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 HK$1,066
HK$2,099 total
includes taxes & fees
8 Mar - 9 Mar
Enchanting Cottage, walk to Downtown Harpers Ferry

"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 HK$1,655
HK$2,656 total
includes taxes & fees
14 Mar - 15 Mar
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

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 HK$2,346
HK$3,022 total
includes taxes & fees
3 Mar - 4 Mar
The Van Gogh Room in Villa

Airlie Hotel

Airlie Hotel
3.5 star property
Warrenton
8.6 out of 10, Excellent, (340 reviews)
"The HVAC system was right outside our room and was humming all night. Everything was comfortable but our sleep was extremely disrupted."
United States
Adam
The price is HK$1,167
HK$1,448 total
includes taxes & fees
3 Mar - 4 Mar
Airlie Hotel

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
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 HK$2,034
HK$4,689 total
includes taxes & fees
1 Mar - 2 Mar
Walk to Old Rag | Hot Tub | Mountain Farmhouse
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.

Top Winchester Hotel Reviews

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 Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed 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, Stonewall Jackson's Headquarters 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.

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