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

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Check availability on Shepherdstown Historic Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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.
￥7,242
￥17,620 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 kitchen with a stove, oven, and a red kettle on the countertop.
A wooden deck leading to a cabin surrounded by dense forest.
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
Stephen V.
￥31,606
￥52,096 total
includes taxes & fees
Oct 4 - Oct 5
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 cabin with a porch, wooden rocking chairs, a table with potted plants, and a mailbox.
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.
A rustic log cabin with a metal roof, a porch with outdoor seating, and a star decoration on the front.

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.
￥22,914
￥44,390 total
includes taxes & fees
Oct 24 - Oct 25
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 rustic room with stone walls, a round table with metal chairs, a window with natural light, and a wooden beam ceiling.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
￥18,774
￥28,803 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 wooden cabin with a dining table, chairs, a ceiling fan, a refrigerator, and a stove.
A cabin interior with wooden walls, a sofa, two beds, a ladder, and a small table.
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.
￥42,202
￥77,765 total
includes taxes & fees
Oct 4 - Oct 5
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 cozy living room with a sofa, a patterned rug, and a large window with curtains.
A bedroom with a bed, dresser, mirror, and bedside table.

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.
￥22,124
￥49,248 total
includes taxes & fees
Nov 1 - Nov 2
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
"Staff were very helpful and the stay very comfortable."
Joan 1-night trip
Posted 1 hour ago
Quality Inn Harpers Ferry - Charles Town
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

8/10 Good
"The property was well maintained and clean. The staff was very nice and helpful with check-in and told us what the hotel offered. The rooms were clean and comfortable."
Kimberly 1-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Frederick, MD
Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

8/10 Good
"I thought it was dirty."
Peter 1-night trip
Posted 4 days ago
Days Inn by Wyndham Frederick
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"It could be a very nice hotel, but it needs some maintenance."
Nancy 2-night trip
Posted 4 days ago
Clarion Inn Harpers Ferry - Charles Town

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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