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

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Check availability on Shepherdstown Historic Hotels

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 hammock hanging from a tree by a lake.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Dennis C.
￥6,545
￥16,877 total
includes taxes & fees
Oct 25 - Oct 26
❤️ Secluded 1940s Romantic Tiny House on the River
A room with large windows, wooden floors, and a ceiling fan.
A wooden deck leading to a cabin surrounded by dense forest.
A kitchen with a stove, oven, and a red kettle on the countertop.
A wooden cabin surrounded by snow-covered trees.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Erinn
￥31,616
￥52,448 total
includes taxes & fees
Oct 18 - Oct 19
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 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 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.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
United States
Cindy B.
￥19,760
￥40,886 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 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.
A stone house with a balcony and a porch, surrounded by greenery.

4. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
￥17,784
￥27,696 total
includes taxes & fees
Oct 19 - Oct 20
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 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.

5. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
￥42,215
￥78,292 total
includes taxes & fees
Oct 18 - Oct 19
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 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.
A bedroom with a bed, dresser, mirror, and bedside table.

6. 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.
￥22,131
￥49,431 total
includes taxes & fees
Nov 1 - Nov 2
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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Top Shepherdstown Hotel Reviews

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

8/10 Good
"Room was clean and somewhat maintained, though shower fixtures needed replacing. Room was inexpensive, unless the $50 security deposit didn’t get refunded- I need to check on that now that i am not rushing to catch a ferry to my island destination. Needed additional parking, so that I could keep my car in view outside my room."
Robert 1-night trip
Posted 1 hour ago
Days Inn by Wyndham Frederick
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Rooms and services were the equivalent of much higher priced hotels."
Jerry 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Frederick, MD
Quality Inn Shepherdstown

Quality Inn Shepherdstown

8/10 Good
"Everuthing was good. Food was m"
Cheyenne 1-night trip
Posted 4 hours ago
Quality Inn Shepherdstown
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Great stay!"
Dennis 6-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

8/10 Good
"Nice room for the price. Very good breakfast."
Anita 1-night trip
Posted 19 hours ago
Quality Inn Harpers Ferry - Charles Town
Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent
"Excellent room and breakfast"
Charles 1-night trip
Posted 22 hours ago
Comfort Inn Frederick - Ballenger Creek
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Be sure the pool is open"
Ezequiel 2-night trip
Posted 2 days ago
Clarion Inn Harpers Ferry - Charles Town
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent
"Best place in Frederick. Wonderful"
Paul 2-night trip
Posted 3 days ago
Hampton Inn & Suites Frederick-Fort Detrick

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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