A street lined with brick buildings, including a bank and a restaurant.

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Check availability on Shepherdstown Historic Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Joseph
￥6,287
￥16,631 total
includes taxes & fees
Oct 5 - Oct 6
❤️ Secluded 1940s Romantic Tiny House on the River
A spacious living room with a staircase, a sofa, a television, and a large window.
A brick building with a red door, outdoor seating with orange cushions, and a stone wall.
A neatly made bed with white linens and a beige throw blanket, flanked by two bedside lamps on matching nightstands.
A kitchen with wooden cabinets, a built-in oven, and a dining area with a table and chairs.

2. BEST LOCATION: Historic Shepherdstown Getaway

BEST LOCATION: Historic Shepherdstown Getaway
Shepherdstown
United States
Dave D.
￥31,433
￥64,010 total
includes taxes & fees
Sep 28 - Sep 29
BEST LOCATION: Historic Shepherdstown Getaway
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 cabin surrounded by snow-covered trees.
A kitchen with a stove, oven, and a red kettle on the countertop.

3. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Stephen V.
￥31,456
￥49,181 total
includes taxes & fees
Oct 20 - Oct 21
Antietam Creek - Quiet 2 Bedroom Cabin
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.
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.

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

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
United States
Cindy B.
￥22,806
￥42,513 total
includes taxes & fees
Oct 27 - Oct 28
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
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 cozy living room with a fireplace, a ceiling fan, and a blue armchair.

5. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
￥18,431
￥28,454 total
includes taxes & fees
Sep 30 - Oct 1
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
A playground with swings, a slide, and a fire pit area with chairs.
A cozy cabin-style kitchen with wooden cabinets, a granite countertop, and a dining table with red chairs.
A cabin with a metal roof, surrounded by trees, and two blue chairs in front.
A cabin interior with wooden walls, a sofa, two beds, a ladder, and a small table.

6. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
￥42,002
￥73,228 total
includes taxes & fees
Sep 30 - Oct 1
Glamping Clear Spring Maryland 3-Cabin Campground
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 living room with a fireplace, a television, and a large window with curtains.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
United States
Jennifer W.
￥19,368
￥44,089 total
includes taxes & fees
Sep 29 - Sep 30
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
View all properties

Top Shepherdstown Hotel Reviews

Quality Inn Shepherdstown

Quality Inn Shepherdstown

10/10 Excellent
"Clean rooms, friendly staff"
Jeff 2-night trip
Posted 5 hours ago
Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"This is the hotel to stay in the Hagerstown MD area. It is very nice, clean and quiet. Located near multiple shopping centers and restaurants. The staff are wonderful and we loved chatting with our hospitality host at breakfast. He keeps the kitchen and dining area very clean. The complimentary breakfast is very good and many options. Our room was clean and smelled nice. The bed was very comfortable. Would definitely stay again when in the area."
Carolyn 3-night trip
Posted 15 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent
"This hotel is nothing fancy. However, it was clean, quiet, and the staff was friendly. It is also very conveniently located to Harper’s Ferry. I would recommend staying here."
Lisa 2-night trip
Posted 1 day ago
Quality Inn Harpers Ferry - Charles Town
Quality Inn & Suites

Quality Inn & Suites

8/10 Good
"Older hotel but helpful staff at front desk. Location useful for local companies."
Darren 1-night trip
Posted 5 days ago
Quality Inn & Suites
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"The room was clean and the staff was friendly. I’ll definitely stay here again if I’m in the area."
Paula 1-night trip
Posted 6 days ago
Country Inn & Suites by Radisson, Frederick, MD

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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