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Check availability on Shepherdstown Historic Hotels

Our top choices for Shepherdstown 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, (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 ￥6,264
￥16,572 total
includes taxes & fees
Feb 2 - Feb 3
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is ￥14,237
￥32,698 total
includes taxes & fees
Jan 25 - Jan 26
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Property grounds

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
10.0 out of 10, Exceptional, (124 reviews)
"We were very pleased with our stay. We enjoyed the privacy and the house"
United States
Kristine B.
The price is ￥16,373
￥26,121 total
includes taxes & fees
Jan 28 - Jan 29
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
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 ￥20,565
￥34,560 total
includes taxes & fees
Jan 22 - Jan 23
Best location! Baltimore Suite @ historic 1799 Inn
Property grounds

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (93 reviews)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
The price is ￥14,237
￥35,463 total
includes taxes & fees
Jan 22 - Jan 23
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
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 ￥21,552
￥42,101 total
includes taxes & fees
Jan 22 - Jan 23
Enchanting Cottage, walk to Downtown Harpers Ferry
Exterior

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Myersville
9.4 out of 10, Exceptional, (111 reviews)
"Farm house was roomy and clean and had a lot of amenities to make our stay comfortable (shampoo, conditioner, lotion, tissues, paper towels, napkins, coffee, coffee filters, salt and pepper, various cooking utensils and pots and pans). The antiques throughout the house were impressive. Convenient place to stay."
United States
Mia S.
The price is ￥25,152
￥46,615 total
includes taxes & fees
Feb 11 - Feb 12
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (120 reviews)
"Excellent location for our family wedding weekend! We walked to all the events of the weekend."
United States
Cynthia L.
The price is ￥29,740
￥58,353 total
includes taxes & fees
Jan 23 - Jan 24
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is ￥31,638
￥51,981 total
includes taxes & fees
Jan 22 - Jan 23
Antietam Creek - Quiet 2 Bedroom Cabin
Property grounds

Historic Home in Harpers Ferry National Park

Historic Home in Harpers Ferry National Park
2.0 star property
Harpers Ferry
The price is ￥25,450
￥43,650 total
includes taxes & fees
Jan 26 - Jan 27
Historic Home in Harpers Ferry National Park
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 Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Clean room "
Demi 1-night trip
Posted 4 days ago
Country Inn & Suites by Radisson, Frederick, MD

Frequently asked questions

What should a history buff expect from a stay in Shepherdstown?
A trip to the significant historical sites in Shepherdstown is likely first on your travel itinerary. Why not appreciate the riverfront during your visit?
How many historically relevant hotels will I find in Shepherdstown?
Shepherdstown is home to 19 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Shepherdstown?
Shepherdstown is notable for landmarks like Shepherdstown Historic District. Cultural venues include Shepherdstown Opera House and Shepherdstown Museum. A couple of additional sights to add to your agenda are Shepherdstown Visitors Center and Rumsey Steamboat Museum.
What is a historic hotel like in Shepherdstown?
When you book a historic hotel, you'll stay in a place that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of such hotels in Shepherdstown, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value that the place has and how it inspired the surrounding community.
Do historic hotels in Shepherdstown have modern facilities?
Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay 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. Booking a historic hotel in Shepherdstown doesn't mean you will stay in a place that's uncomfortable for guests or rundown.

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