The Best Historic Hotels in Shepherdstown, WV from ￥16,870 in 2026

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

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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 circular fire pit surrounded by grass and small plants, with a bench and logs nearby.

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

Shepherdstown

Dennis C.

￥6,542

￥16,870 total

includes taxes & fees

Nov 1 - Nov 2

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

Keedysville

Erinn

￥31,604

￥52,428 total

includes taxes & fees

Oct 21 - Oct 22

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.

Middletown

Cindy B.

￥15,851

￥36,292 total

includes taxes & fees

Oct 26 - Oct 27

A stone wall adjacent to a water feature with a wooden structure and pipes.

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.

A cozy living room with a fireplace, a ceiling fan, and a blue armchair.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown

WAYNE M.

￥18,062

￥28,005 total

includes taxes & fees

Nov 2 - Nov 3

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 cabin with a metal roof, surrounded by trees, and two blue chairs in front.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

￥42,199

￥77,760 total

includes taxes & fees

Oct 28 - Oct 29

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 bedroom with a bed, dresser, mirror, and bedside table.

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.

￥22,123

￥49,413 total

includes taxes & fees

Nov 1 - Nov 2

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Top Shepherdstown Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Clean room. Very close to Appalachian trail, close to park information center, shuttle service to lower town. NO elevator, so stairs were hard for us carrying luggage. Desk clerk helped which was wonderful. Being so close to everything & being able to have a 1st floor room. Would definitely stay their again. We r in r 80's. Stairs r hard , but managed parr of the trail"

Best Western Historic Frederick

8/10 Good

"The property smelled like a pot factory"

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent

"Property staff were very nice and welcoming. The room was clean and comfy. Great stay"

Quality Inn Shepherdstown

10/10 Excellent

"great location and helpful staff!"

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good

"Clean, comfortable and spacious room."

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"Very pleasant stay. Great location."

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"The staff was lovely, especially the housekeeping ladies!"

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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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

Quality Inn Harpers Ferry - Charles Town

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Quality Inn Shepherdstown

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Frederick, MD

Clarion Inn Harpers Ferry - Charles Town

Frequently asked questions

Explore a world of travel with Expedia