The Best Historic Hotels in Shepherdstown, WV from ￥16,922 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 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.

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

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

Shepherdstown

Dennis C.

￥6,562

￥16,922 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

￥31,656

￥52,514 total

includes taxes & fees

Oct 25 - Oct 26

A rustic kitchen with wooden walls, a window with lace curtains, a sink, and a stove.

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 fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

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.

￥13,454

￥33,388 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.

￥18,118

￥28,091 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

￥42,269

￥77,888 total

includes taxes & fees

Oct 25 - Oct 26

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.

￥22,159

￥49,662 total

includes taxes & fees

Nov 8 - Nov 9

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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good

"Clean room, professional staff. Good parking. Highly recommended."

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"Clean rooms and a good hot breakfast."

Best Western Historic Frederick

10/10 Excellent

"Had problems with road noise with room the first night but the staff changed our room for the following two nights. Staff even asked in morning when they were cleaning if we wanted more towels. They have excellent breakfast in the morning, good coffee. They care about upkeep of the building for I saw they were upgrading rooms with new paint etc,"

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"

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!"

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

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Frederick, MD

Best Western Historic Frederick

Quality Inn Harpers Ferry - Charles Town

Comfort Inn Frederick - Ballenger Creek

Quality Inn Shepherdstown

Frequently asked questions

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