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
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 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 circular fire pit surrounded by grass and small plants, with a bench and logs nearby.

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
1 Nov - 2 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
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.

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Daniel
AED 826
AED 1,320 total
includes taxes & fees
25 Oct - 26 Oct
Antietam Creek - Quiet 2 Bedroom Cabin
A couple embracing in a grassy outdoor area with a cart and flowers in the background.
A cozy room with a large bay window, a built-in bench, a dining area with stools, and a television on the left.
A hammock on a grassy area with a view of a river and forested hills.
A spacious kitchen with a central island, wooden beams, and a large window.

3. La Soledad Lavender Farm on the Potomac

La Soledad Lavender Farm on the Potomac
Harpers Ferry
United States
Michel R.
AED 1,102
AED 1,587 total
includes taxes & fees
11 Nov - 12 Nov
La Soledad Lavender Farm on the Potomac
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 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.
AED 312
AED 775 total
includes taxes & fees
26 Oct - 27 Oct
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.
A cozy living room with a fireplace, wooden beams, and a rustic brick wall.
A dining area with a table and four chairs, a wall hanging above the table, and a window to the left.
A rustic kitchen with a wooden cabinet, a large orange bowl on a white table, and a brick wall.

5. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
United States
Dianne F.
AED 294
AED 941 total
includes taxes & fees
26 Oct - 27 Oct
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
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.
A rustic room with stone walls, a round table with metal chairs, a window with natural light, and a wooden beam ceiling.
A wooden deck with a white railing, surrounded by trees and a grassy area.

6. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
WAYNE M.
AED 423
AED 655 total
includes taxes & fees
3 Nov - 4 Nov
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
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 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.

7. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
AED 981
AED 1,807 total
includes taxes & fees
25 Oct - 26 Oct
Glamping Clear Spring Maryland 3-Cabin Campground
A spacious living room with a large wooden dining table, a fireplace, and large windows offering a view of the outdoors.
A residential property with a swimming pool, a tennis court, and a pond.
A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.
A modern living room with a fireplace, a sofa, a coffee table, and a bookshelf.

8. Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
United States
Scott F.
AED 612
AED 1,419 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
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 backyard patio with a table and chairs, surrounded by a wooden fence and various plants.
A bedroom with a bed, dresser, mirror, and bedside table.

9. 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.
AED 448
AED 1,071 total
includes taxes & fees
15 Nov - 16 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
View all properties

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good
"The room was very nice and roomy. The breakfast we had was very good. Nice selection of food. Staff was very nice. The only complaint was the noise from the dumpsters being emptied around 4 in the morning from business next door."
Robert 1-night trip
Posted 9 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