A street lined with brick buildings, including a bank and a restaurant.

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Check availability on Shepherdstown Historic Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Shepherdstown historic hotels

A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.
A compact kitchen with white cabinets, a sink, and a countertop with various kitchen items. There is a bed with a patterned bedspread and pillows, and a window with curtains.
A circular fire pit surrounded by grass and small plants, with a bench and logs nearby.
A hammock hanging from a tree by a lake.

1. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Dennis C.
￥7,268
￥17,683 total
includes taxes & fees
Nov 1 - Nov 2
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.
A wooden deck leading to a cabin surrounded by dense forest.
A wooden cabin surrounded by snow-covered trees.
A wooden deck with a table and benches, surrounded by a railing, and a glass door leading to a lush green garden.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Erinn
￥31,600
￥52,086 total
includes taxes & fees
Oct 18 - Oct 19
Antietam Creek - Quiet 2 Bedroom Cabin
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.
A rustic log cabin with a metal roof, a porch with outdoor seating, and a star decoration on the front.
A rustic kitchen with wooden walls, a wooden island, hanging pots, and a 'GOOD EATS' sign.
A rustic cabin interior with a wooden ceiling, a leather sofa with patriotic pillows, a wooden coffee table, and a television on a wooden dresser.

3. 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
United States
Cindy B.
￥22,910
￥44,885 total
includes taxes & fees
Nov 8 - Nov 9
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A stone wall adjacent to a water feature with a wooden structure and pipes.
A rustic room with stone walls, a round table with metal chairs, a window with natural light, and a wooden beam ceiling.
A cozy living room with a fireplace, a ceiling fan, and a blue armchair.
A stone house with a balcony and a porch, surrounded by greenery.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
￥18,365
￥28,352 total
includes taxes & fees
Oct 13 - Oct 14
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
A playground with swings, a slide, and a fire pit area with chairs.
A cabin interior with wooden walls, a sofa, two beds, a ladder, and a small table.
A cabin with a metal roof, surrounded by trees, and two blue chairs in front.
A cozy cabin-style kitchen with wooden cabinets, a granite countertop, and a dining table with red chairs.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
￥42,194
￥77,750 total
includes taxes & fees
Oct 11 - Oct 12
Glamping Clear Spring Maryland 3-Cabin Campground
View all properties

Top Shepherdstown Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"All good! Thanks!"
Edward 1-night trip
Posted 5 hours ago
Hampton Inn Martinsburg
Comfort Inn Aikens Center

Comfort Inn Aikens Center

10/10 Excellent
"Loved it and I'm going to stay there on my way home also"
Paul 1-night trip
Posted 5 hours ago
Comfort Inn Aikens Center
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Fantastic stay as always!!"
Richard 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD
Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

10/10 Excellent
"Room was comfortable. Slight moldy smell in bathroom. There was some remolding or roof repairs being done so there was some construction noise. Staff was extremely kind and courteous."
Teresa 3-night trip
Posted 1 day ago
Days Inn by Wyndham Frederick
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"The cable television was pretty lame, no movie channels. There was a constant dripping with the air conditioning and it was a little musty smelling."
Amy 2-night trip
Posted 1 day ago
Clarion Inn Harpers Ferry - Charles Town
Best Western Historic Frederick

Best Western Historic Frederick

10/10 Excellent
"Comfortable beds. Nice breakfast. Pleasant helpful staff. Great location."
Terri 4-night trip
Posted 1 day ago
Best Western Historic Frederick

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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