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
2 Sep - 3 Sep
Tomorrow
3 Sep - 4 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Shepherdstown romantic hotels

Exterior
Property grounds
WiFi (free), bed sheets
Dining

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Joseph
AED 238
AED 488 total
includes taxes & fees
14 Sep - 15 Sep
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Interior
TV, fireplace, DVD player, books
Interior

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

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
United States
Doug P.
AED 533
AED 646 total
includes taxes & fees
7 Sep - 8 Sep
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Interior
Coffee/tea maker, fridge, microwave, oven
Property grounds
Property grounds

3. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Kandy T.
AED 735
AED 1,226 total
includes taxes & fees
3 Sep - 4 Sep
Antietam Creek - Quiet 2 Bedroom Cabin
Property grounds
TV, fireplace, stereo
Interior
Interior

4. La Soledad Lavender Farm on the Potomac

La Soledad Lavender Farm on the Potomac
Harpers Ferry
United States
Michel R.
La Soledad Lavender Farm on the Potomac
Property grounds
Dining
TV, books
Exterior

5. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
Francie V.
AED 483
AED 733 total
includes taxes & fees
8 Sep - 9 Sep
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Property grounds
Dining
Exterior
Desk, WiFi, bed sheets

6. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
AED 881
AED 1,695 total
includes taxes & fees
3 Sep - 4 Sep
Glamping Clear Spring Maryland 3-Cabin Campground
Dining
Exterior
Coffee/tea maker, fridge, microwave, oven
Property grounds

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

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
United States
Eric S.
AED 611
AED 1,434 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
A park with a pond, a bridge, and a church in the background.
Dining
Smart TV, fireplace
Smart TV, fireplace

8. 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 1,075 total
includes taxes & fees
6 Sep - 7 Sep
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
View all properties

Top Shepherdstown Hotel Reviews

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 Historic District, Shepherdstown Museum, or Shepherdstown Opera House. 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 Historic District, Shepherdstown Museum, and Shepherdstown Opera House 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