The Best Historic Hotels in Shepherdstown, WV from AED 392 in 2026

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

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

Tomorrow

Next weekend

In two weeks

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

Shepherdstown

Dennis C.

AED 152

AED 392 total

includes taxes & fees

25 Oct - 26 Oct

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 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

Keedysville

Erinn

AED 735

AED 1,219 total

includes taxes & fees

18 Oct - 19 Oct

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.

Middletown

Cindy B.

AED 459

AED 950 total

includes taxes & fees

26 Oct - 27 Oct

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

Hagerstown

WAYNE M.

AED 413

AED 644 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

AED 981

AED 1,807 total

includes taxes & fees

16 Nov - 17 Nov

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 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.

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

Downtown Frederick

Jennifer W.

AED 514

AED 1,149 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top Shepherdstown Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Rooms are older but staff was very nice and helpful with check in"

Quality Inn Shepherdstown

10/10 Excellent

"Great"

Days Inn by Wyndham Frederick

8/10 Good

"Due to old age and limited mobility, I need to choose hotels where I can park right at the door to the room, like this Days Inn. The room was clean, the bed was comfortable, and the surroundings were very quiet. It is a budget property, so don't check in expecting luxury."

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Great stay!"

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent

"Excellent room and breakfast"

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.

Find Historic Hotels in Shepherdstown, WV

Change your mind

Treat yourself

Be picky

Check availability on Shepherdstown Historic Hotels

Our top choices for Shepherdstown historic hotels

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

2. Antietam Creek - Quiet 2 Bedroom Cabin

3. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

5. Glamping Clear Spring Maryland 3-Cabin Campground

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

Top Shepherdstown Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Quality Inn Shepherdstown

Days Inn by Wyndham Frederick

Country Inn & Suites by Radisson, Hagerstown, MD

Comfort Inn Frederick - Ballenger Creek

Frequently asked questions