The Best Romantic Hotels in Shepherdstown, WV from AED 385 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 Romantic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Shepherdstown romantic hotels

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

Shepherdstown

Joseph

AED 145

AED 385 total

includes taxes & fees

5 Oct - 6 Oct

Smart TV, DVD player, books, video library

3 bedrooms, desk, iron/ironing board, travel crib

2. BEST LOCATION: Historic Shepherdstown Getaway

Shepherdstown

Dave D.

AED 727

AED 1,402 total

includes taxes & fees

28 Sep - 29 Sep

3. Antietam Overlook Farm

Keedysville

jossely

AED 714

AED 873 total

includes taxes & fees

27 Sep - 28 Sep

Suite 6 | Premium bedding, memory foam beds, WiFi (free), individually furnished

4. Light Horse Inn

Harpers Ferry

David

AED 485

AED 519 total

includes taxes & fees

14 Oct - 15 Oct

Coffee/tea maker, fridge, microwave, oven

5. Antietam Dome: Level 2 Charger, 1 level, Walk to C&O Canal at Antietam Aqueduct Relax, Naturally!

Sharpsburg

Shena M.

AED 655

AED 1,360 total

includes taxes & fees

29 Sep - 30 Sep

6. The Carriage Inn B&B

Charles Town

Andrea

AED 576

AED 650 total

includes taxes & fees

28 Sep - 29 Sep

3 bedrooms, iron/ironing board, WiFi (free), bed sheets

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

Keedysville

Jared

AED 433

AED 1,358 total

includes taxes & fees

30 Sep - 1 Oct

8. Antietam Creek - Quiet 2 Bedroom Cabin

Keedysville

Stephen V.

AED 735

AED 1,149 total

includes taxes & fees

27 Sep - 28 Sep

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 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

Compact Car Rentals in Falling Waters

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Shepherdstown Romantic Hotels

Our top choices for Shepherdstown romantic hotels

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