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

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Check availability on Shepherdstown Historic Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 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.
A room with a wooden table, two chairs, a small shelf with a pitcher and bowl, a framed picture, 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.
￥6,542
￥16,870 total
includes taxes & fees
Oct 25 - Oct 26
❤️ 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 kitchen with a stove, oven, and a red kettle on the countertop.
A wooden cabin surrounded by snow-covered trees.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Erinn
￥31,604
￥52,428 total
includes taxes & fees
Oct 19 - Oct 20
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 interior with a wooden ceiling, a leather sofa with patriotic pillows, a wooden coffee table, and a television on a wooden dresser.
A rustic kitchen with wooden walls, a wooden island, hanging pots, and a 'GOOD EATS' sign.
A rustic cabin with a porch, wooden rocking chairs, a table with potted plants, and a mailbox.

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.
￥18,172
￥39,027 total
includes taxes & fees
Oct 26 - Oct 27
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 wooden deck with a white railing, surrounded by trees and a grassy area.
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.
￥17,777
￥27,685 total
includes taxes & fees
Oct 19 - Oct 20
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
A playground with swings, a slide, and a fire pit area with chairs.
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.
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.
￥42,199
￥77,760 total
includes taxes & fees
Oct 25 - Oct 26
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 backyard patio with a table and chairs, surrounded by a wooden fence and various plants.
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.
￥22,123
￥49,413 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

Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent
"Property staff were very nice and welcoming. The room was clean and comfy. Great stay"
Curtiss 1-night trip
Posted 1 hour ago
Comfort Inn Frederick - Ballenger Creek
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"This hotel was very convenient for hiking the nearby trails and for visiting Harper’s Ferry National Park. The staff were very helpful, the breakfast options were good, and the room was spacious and clean."
Elizabeth 2-night trip
Posted 1 hour ago
Quality Inn Harpers Ferry - Charles Town
Quality Inn Shepherdstown

Quality Inn Shepherdstown

10/10 Excellent
"great location and helpful staff!"
Rebecca 1-night trip
Posted 7 hours ago
Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good
"Clean, comfortable and spacious room."
Maria 1-night trip
Posted 22 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Very pleasant stay. Great location."
Kevin 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Frederick, MD
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"The staff was lovely, especially the housekeeping ladies!"
Elissa 3-night trip
Posted 1 day 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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