The Best Historic Hotels in Shepherdstown, WV from AED 392 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 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

Shepherdstown

Dennis C.

AED 152

AED 392 total

includes taxes & fees

1 Nov - 2 Nov

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 826

AED 1,320 total

includes taxes & fees

25 Oct - 26 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 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.

Middletown

Cindy B.

AED 312

AED 775 total

includes taxes & fees

26 Oct - 27 Oct

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

A wooden deck with a white railing, surrounded by trees and a grassy area.

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

A rustic room with stone walls, a round table with metal chairs, a window with natural light, and a wooden beam ceiling.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown

WAYNE M.

AED 413

AED 644 total

includes taxes & fees

2 Nov - 3 Nov

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

A cozy living room with a fireplace, wooden beams, and a rustic brick wall.

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

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

Dianne F.

AED 294

AED 941 total

includes taxes & fees

26 Oct - 27 Oct

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.

AED 981

AED 1,807 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

7. 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

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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Comfortable and clean room in a convenient location. The room was large, quiet and had nice amenities and convenient outlets."

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Our rooms thermostat (room 109) was not very good. The room got extremely hot then the AC kicked in. The room was then ice cold. It was hard to sleep because it was so hot then sooo cold. We liked the afternoon cookie though."

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.

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

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