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

Find Historic Hotels in Shepherdstown, WV

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Shepherdstown Historic Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 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 hammock hanging from a tree by a lake.
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 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 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.
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
AED 735
AED 1,219 total
includes taxes & fees
18 Oct - 19 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 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.
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 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.
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 wooden cabin with a dining table, chairs, a ceiling fan, a refrigerator, and a stove.
A cabin with a metal roof, surrounded by trees, and two blue chairs in front.
A cabin interior with wooden walls, a sofa, two beds, a ladder, and a small table.

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 cozy living room with a sofa, a patterned rug, and a large window with curtains.
A backyard patio with a table and chairs, surrounded by a wooden fence and various plants.
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.
AED 514
AED 1,149 total
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
View all properties

Top Shepherdstown Hotel Reviews

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

8/10 Good
"Room was clean and somewhat maintained, though shower fixtures needed replacing. Room was inexpensive, unless the $50 security deposit didn’t get refunded- I need to check on that now that i am not rushing to catch a ferry to my island destination. Needed additional parking, so that I could keep my car in view outside my room."
Robert 1-night trip
Posted 1 hour ago
Days Inn by Wyndham Frederick
Quality Inn Shepherdstown

Quality Inn Shepherdstown

8/10 Good
"Everuthing was good. Food was m"
Cheyenne 1-night trip
Posted 4 hours ago
Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Great stay!"
Dennis 6-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

8/10 Good
"Nice room for the price. Very good breakfast."
Anita 1-night trip
Posted 18 hours ago
Quality Inn Harpers Ferry - Charles Town
Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent
"Excellent room and breakfast"
Charles 1-night trip
Posted 21 hours ago
Comfort Inn Frederick - Ballenger Creek
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 2 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.