The Best Historic Hotels in Shepherdstown, WV from ￥21,139 in 2026

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Shepherdstown Historic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Shepherdstown historic hotels

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

Shepherdstown

Joseph

￥10,301

￥21,139 total

includes taxes & fees

Aug 31 - Sep 1

2. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg

Doug P.

￥23,048

￥27,801 total

includes taxes & fees

Sep 9 - Sep 10

3. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Kandy T.

￥31,790

￥53,073 total

includes taxes & fees

Sep 9 - Sep 10

4 bedrooms, desk, iron/ironing board, WiFi (free)

Coffee/tea maker, fridge, microwave, oven

4. Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry

Jenn C.

￥18,956

￥64,412 total

includes taxes & fees

Aug 26 - Aug 27

A park with a pond, a bridge, and a church in the background.

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

Downtown Frederick

Anonymous traveler

￥19,392

￥46,671 total

includes taxes & fees

Aug 31 - Sep 1

6. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown

Francie V.

￥21,887

￥33,007 total

includes taxes & fees

Aug 25 - Aug 26

7. Glamping Clear Spring Maryland 3-Cabin Campground

Clear Spring

Image M.

￥38,116

￥73,705 total

includes taxes & fees

Aug 27 - Aug 28

View all properties

Top Shepherdstown Hotel Reviews

Best Western Historic Frederick

8/10 Good

"Complicated"

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent

"I liked the location, very convenient to everything. The AC needs cleaning, mold can be seen on and in the AC unit. The curtains/blinds are old, mildew and needs replacing. The carpet needs cleaning as well due to the order."

Quality Inn Shepherdstown

8/10 Good

"Convenient location near everything we needed to include two grocery stores close by. Breakfast included in the reservation was good with fresh oranges, yoghurt, eggs, bacon, sausage, oatmeal, dry cereal and make-your-own waffles."

Fairfield Inn & Suites by Marriott Frederick

8/10 Good

"Overall a nice place. However, there was an issue with a kitchen staff member that made me feel uneasy and embarrassed but my son talked to the receptionist to file a formal complaint and the hotel was very apologetic."

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 17 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 Museum and Shepherdstown Opera House. 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.

Explore a world of travel with Expedia

Great Cacapon Vacation Rentals

Book Historic Hotels in Shepherdstown on Expedia.com

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. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

3. Antietam Creek - Quiet 2 Bedroom Cabin

4. Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

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

6. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

7. Glamping Clear Spring Maryland 3-Cabin Campground

Top Shepherdstown Hotel Reviews

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Quality Inn Shepherdstown

Fairfield Inn & Suites by Marriott Frederick

Frequently asked questions

Explore a world of travel with Expedia