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

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Check availability on Shepherdstown Historic Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 room with a wooden table, two chairs, a small shelf with a pitcher and bowl, a framed picture, and a window with curtains.
A circular fire pit surrounded by grass and small plants, with a bench and logs nearby.
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.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Dennis C.
AED 152
AED 392 total
includes taxes & fees
25 Oct - 26 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.
A wooden deck with a table and benches, surrounded by a railing, and a glass door leading to a lush green garden.
A wooden cabin surrounded by snow-covered trees.
A kitchen with a stove, oven, and a red kettle on the countertop.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Erinn
AED 735
AED 1,207 total
includes taxes & fees
15 Oct - 16 Oct
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 cabin with a porch, wooden rocking chairs, a table with potted plants, and a mailbox.
A rustic kitchen with wooden walls, a wooden island, hanging pots, and a 'GOOD EATS' sign.

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.
AED 459
AED 950 total
includes taxes & fees
26 Oct - 27 Oct
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 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.
A wooden deck with a white railing, surrounded by trees and a grassy area.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
AED 413
AED 644 total
includes taxes & fees
19 Oct - 20 Oct
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
A playground with swings, a slide, and a fire pit area with chairs.
A cozy cabin-style kitchen with wooden cabinets, a granite countertop, and a dining table with red chairs.
A cabin with a metal roof, surrounded by trees, and two blue chairs in front.
A wooden cabin with a dining table, chairs, a ceiling fan, a refrigerator, and a stove.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
AED 981
AED 1,819 total
includes taxes & fees
18 Oct - 19 Oct
Glamping Clear Spring Maryland 3-Cabin Campground
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.
A living room with a fireplace, a television, and a large window with curtains.
A bedroom with a bed, dresser, mirror, and bedside table.
A cozy living room with a sofa, a patterned rug, and a large window with curtains.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
United States
Jennifer W.
AED 514
AED 1,149 total
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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Top Shepherdstown Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"Recently renovated. Convenient location. Friendly staff. Good breakfast."
Dwight 1-night trip
Posted 12 hours ago
Quality Inn Harpers Ferry - Charles Town
Best Western Historic Frederick

Best Western Historic Frederick

10/10 Excellent
"Overall a nice place with a great staff. I had a late checkout and the room was a little noisy in the morning (I could hear the cleaning staff and the room next to mine getting ready to leave) but it wasn’t too bad."
David 1-night trip
Posted 16 hours ago
Best Western Historic Frederick
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Be sure the pool is open"
Ezequiel 2-night trip
Posted 19 hours ago
Clarion Inn Harpers Ferry - Charles Town
Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

10/10 Excellent
"Very nice people"
Usha 8-night trip
Posted 3 days ago
Days Inn by Wyndham 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.