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

Find Romantic Hotels in Shepherdstown, WV

  • 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 Romantic Hotels

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

Our top choices for Shepherdstown romantic hotels

A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.
A circular fire pit surrounded by grass and small plants, with a bench and logs nearby.
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 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.
AED 152
AED 392 total
includes taxes & fees
25 Oct - 26 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A large house with a prominent tower, surrounded by lush greenery and a vast landscape.
A room with two chairs facing a large window, a chandelier, and a table with candles.
A wooden staircase with a handrail leading to a door with a wreath.
A covered outdoor seating area with a view of a lake and mountains.

2. Antietam Overlook Farm

Antietam Overlook Farm
Keedysville
United States
jossely
AED 714
AED 873 total
includes taxes & fees
29 Oct - 30 Oct
Antietam Overlook Farm
A staircase with a stone wall, wooden steps, and a red carpet leading to a room with a wooden table and chairs.
A red brick building with a white door, a welcome sign, and outdoor seating with metal chairs and tables.
A staircase leading to a living area with a rug, bench, and framed pictures on the wall.
A bedroom with a bed, curtains, a ceiling fan, a dresser, and a rustic wall.

3. Light Horse Inn

Light Horse Inn
Harpers Ferry
United States
Rich
AED 518
AED 554 total
includes taxes & fees
2 Nov - 3 Nov
Light Horse Inn
A room with large windows, wooden floors, and a ceiling fan.
A kitchen with a stove, oven, and a red kettle on the countertop.
A wooden deck leading to a cabin surrounded by dense forest.
A wooden cabin surrounded by snow-covered trees.

4. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Erinn
AED 735
AED 1,219 total
includes taxes & fees
18 Oct - 19 Oct
Antietam Creek - Quiet 2 Bedroom Cabin
A two-story house with a front porch, American flags, and a mailbox.
A staircase with a red carpet, a wooden chair, a table with a lamp, and a Christmas tree.
A bedroom with a four-poster bed, a fireplace, a television, and a large window with curtains.
A two-story house with a porch, illuminated by string lights and a Christmas tree.

5. The Carriage Inn B&B

The Carriage Inn B&B
Charles Town
United States
Meredith
AED 619
AED 699 total
includes taxes & fees
27 Oct - 28 Oct
The Carriage Inn B&B
A house surrounded by lush greenery and lavender fields under a clear sky with a rainbow.
A spacious bedroom with a large bed, a sofa, and a desk area.
A modern living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs. The room has a large window and a door leading outside.
An outdoor garden setting with a gazebo, string lights, and a table with a cake and candles.

6. The Bears Den at La Soledad

The Bears Den at La Soledad
Harpers Ferry
United States
Derrick D.
AED 683
AED 1,006 total
includes taxes & fees
18 Oct - 19 Oct
The Bears Den at La Soledad
A cozy cabin interior with a leather sofa, dining table, and large windows offering a view of the outdoors.
A spacious living room with wooden walls and large windows, a fireplace, and a view of the outdoors.
A bedroom with a large bed, wooden ceiling, a window with a view of trees, a painting on the wall, and a door with a glass panel.
A rustic kitchen with wooden beams, stone walls, and a fireplace.

7. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
United States
Jared
AED 437
AED 1,440 total
includes taxes & fees
3 Nov - 4 Nov
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.
A dining area with a wooden table and clear chairs, a kitchen with shelves above the counter, and a view through a door to the outside.
A modern living room with a white sofa, a wooden coffee table, and a large grey door.
A modern kitchen with white cabinets, a wooden countertop, and a sliding glass door leading to an outdoor seating area.

8. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
United States
Sarah M.
AED 493
AED 1,068 total
includes taxes & fees
18 Oct - 19 Oct
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
A covered outdoor seating area with wicker furniture and a table, overlooking a parking lot and a building with a sign reading "1799 INN".
A parking lot with various cars and a train in the background.
A modern living room with a wooden dining table, a television on a stand, and a potted plant.
A bed with a metal frame, two bedside tables with lamps, a wooden dresser, and framed botanical prints on the wall.

9. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
United States
Karla
AED 498
AED 834 total
includes taxes & fees
3 Nov - 4 Nov
Best location! The Pullman Apt @ historic 1799 Inn
A cozy living room with a grey sofa, a coffee table, and a wooden door leading to another room.
A church with a steeple and arched windows, surrounded by trees and a stone wall.
A compact kitchenette with a refrigerator, coffee maker, and storage shelves.
A person standing on a hill overlooking a valley with a sunset.

10. 2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
United States
Jason
AED 585
AED 926 total
includes taxes & fees
1 Nov - 2 Nov
2-Room Chickadee Suite @ Harpers Ferry Guest House
View all properties

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Great stay!"
Dennis 6-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Hagerstown, MD

Frequently asked questions

Searching for romantic hotels in Shepherdstown?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also enjoy Shepherdstown for its riverfront and historic landmarks. If you'd like to explore some of the area's notable sights, you might make a stop by Shepherdstown Opera House, Shepherdstown Historic District, or Rumsey Steamboat Museum. If you're interested in staying close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Shepherdstown?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Shepherdstown: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches.
What is there to do in Shepherdstown?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Shepherdstown. Couples looking to get out in nature will enjoy Shepherdstown for its riverfront. Shepherdstown Opera House, Shepherdstown Historic District, and Rumsey Steamboat Museum are worth a stop when you're out and about.
What's the best way to get to Shepherdstown and around town during my romantic getaway?
These transportation options in Shepherdstown might help your romantic trip get off to a smooth start: Make your way to Shepherdstown with a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional), which is the closest major airport located 10.1 mi (16.3 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia