The Best Historic Hotels in Shepherdstown, WV from ￥16,901 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 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 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.

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

Shepherdstown

Dennis C.

￥6,554

￥16,901 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

A kitchen with a stove, oven, and a red kettle on the countertop.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Erinn

￥31,662

￥52,524 total

includes taxes & fees

Oct 12 - Oct 13

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 interior with a wooden ceiling, a leather sofa with patriotic pillows, a wooden coffee table, and a television on a wooden dresser.

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.

3. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown

Cindy B.

￥22,955

￥44,805 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 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.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown

WAYNE M.

￥18,095

￥28,056 total

includes taxes & fees

Oct 13 - Oct 14

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 cozy cabin-style kitchen with wooden cabinets, a granite countertop, and a dining table with red chairs.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

￥42,277

￥77,903 total

includes taxes & fees

Oct 12 - Oct 13

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.

￥22,163

￥49,335 total

includes taxes & fees

Nov 1 - Nov 2

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Top Shepherdstown Hotel Reviews

Best Western Historic Frederick

10/10 Excellent

"Lovely"

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Great location! Very clean and polite staff members."

Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"."

Country Inn & Suites by Radisson, Frederick, MD

8/10 Good

"We especially liked the the front desk was very accommodating and helpful to our request and inquiry."

Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent

"My visit was great. Everyone was very friendly and nice personality’s. My room was very spacious and clean. Always a delicious breakfast."

Hampton Inn Martinsburg

10/10 Excellent

"All good! Thanks!"

Comfort Inn Aikens Center

10/10 Excellent

"Loved it and I'm going to stay there on my way home also"

Days Inn by Wyndham Frederick

10/10 Excellent

"Room was comfortable. Slight moldy smell in bathroom. There was some remolding or roof repairs being done so there was some construction noise. Staff was extremely kind and courteous."

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

Best Western Historic Frederick

Country Inn & Suites by Radisson, Hagerstown, MD

Clarion Inn Harpers Ferry - Charles Town

Country Inn & Suites by Radisson, Frederick, MD

Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn Martinsburg

Comfort Inn Aikens Center

Days Inn by Wyndham Frederick

Frequently asked questions

Explore a world of travel with Expedia