The Best Historic Hotels in Shepherdstown, WV from ￥16,747 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.

￥6,494

￥16,747 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Daniel

￥35,296

￥56,702 total

includes taxes & fees

Oct 26 - Oct 27

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 with a porch, wooden rocking chairs, a table with potted plants, and a mailbox.

A rustic log cabin with a metal roof, a porch with outdoor seating, and a star decoration on the front.

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.

￥13,334

￥33,090 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

￥17,648

￥27,484 total

includes taxes & fees

Nov 2 - Nov 3

A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

A kitchen with wooden flooring, a stove, a refrigerator, and a small table with a rug.

A rustic kitchen with a wooden cabinet, a large orange bowl on a white table, and a brick wall.

A dining area with a table and four chairs, a wall hanging above the table, and a window to the left.

5. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Waynesboro

Anonymous traveler

￥12,550

￥40,186 total

includes taxes & fees

Oct 26 - Oct 27

A playground with swings, a slide, and a fire pit area with chairs.

A cabin interior with wooden walls, a sofa, two beds, a ladder, and a small table.

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.

6. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

￥41,892

￥77,194 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

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

Downtown Frederick

Dave T.

￥19,138

￥45,727 total

includes taxes & fees

Nov 1 - Nov 2

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Top Shepherdstown Hotel Reviews

Hampton Inn & Suites Frederick-Fort Detrick

8/10 Good

"A good value."

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"It's location is great, the room was very clean, the indoor pool was great, and the breakfast was outstanding. I will be coming back to this place and I definitely recommend it."

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent

"Very friendly staff"

Hilton Garden Inn Frederick

10/10 Excellent

"Very helpful in every way, the only complaint I have is with the thermostat it would change from heat to ac automatically"

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Very clean close to harpers ferry"

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. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

6. Glamping Clear Spring Maryland 3-Cabin Campground

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

Top Shepherdstown Hotel Reviews

Hampton Inn & Suites Frederick-Fort Detrick

Country Inn & Suites by Radisson, Hagerstown, MD

Quality Inn Harpers Ferry - Charles Town

Hilton Garden Inn Frederick

Clarion Inn Harpers Ferry - Charles Town

Frequently asked questions

Explore a world of travel with Expedia