The Best Historic Hotels in Shepherdstown, WV from ￥17,666 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 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.

￥7,261

￥17,666 total

includes taxes & fees

Oct 25 - Oct 26

A room with large windows, wooden floors, and a ceiling fan.

A wooden cabin surrounded by snow-covered trees.

A wooden deck with a table and benches, surrounded by a railing, and a glass door leading to a lush green garden.

A wooden deck leading to a cabin surrounded by dense forest.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Erinn

￥31,570

￥51,870 total

includes taxes & fees

Oct 6 - Oct 7

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 kitchen with wooden walls, a wooden island, hanging pots, and a 'GOOD EATS' sign.

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.

Middletown

Cindy B.

￥22,888

￥44,340 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown

WAYNE M.

￥18,326

￥28,293 total

includes taxes & fees

Oct 13 - Oct 14

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 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.

￥42,154

￥77,677 total

includes taxes & fees

Oct 6 - Oct 7

A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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.

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.

Downtown Frederick

Jennifer W.

￥22,099

￥49,192 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

"The room was nice , Beds were comfortable. Breakfast in the morning was good. Nice selection to choose from. Nice park right next to it to use. Downside there are 2 floors and no elevator. Other then that we enjoyed our stay. Staff was very friendly and helpful."

Comfort Inn Frederick - Ballenger Creek

8/10 Good

"1. It was a great value compared to other hotels in the area 2. The rooms could use updating 3. The breakfast was not great. The eggs and sausage were not good, but there are other options, so all in all, breakfast was okay at best."

Days Inn by Wyndham Frederick

8/10 Good

"Suffices as a budget friendly place to stay."

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Friendly staff, clean rooms and great breakfast! What more do you need?"

Comfort Inn Aikens Center

8/10 Good

"Parking lot extremely dark. Breakfast was only fair."

Hampton Inn Martinsburg

8/10 Good

"All good, breakfast was a little shaky even for a hotel breakf"

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"It could be a very nice hotel, but it needs some maintenance."

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

Comfort Inn Frederick - Ballenger Creek

Days Inn by Wyndham Frederick

Country Inn & Suites by Radisson, Hagerstown, MD

Comfort Inn Aikens Center

Hampton Inn Martinsburg

Clarion Inn Harpers Ferry - Charles Town

Frequently asked questions

Explore a world of travel with Expedia