The Best Romantic Hotels in Shepherdstown, WV from AED 168 in 2026

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Our top choices for Shepherdstown romantic hotels

A hammock hanging from a tree by a lake.

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

Shepherdstown

Joseph

AED 380 total

includes taxes & fees

29 Nov - 30 Nov

A spacious attic bedroom with a sloped ceiling, a large window, and a view of the outdoors.

2. Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown

Abigail

AED 774 total

includes taxes & fees

15 Nov - 16 Nov

A reception desk with a 'Quality by Choice Hotels' sign, a potted plant, and a door to the right.

3. Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

Bethany

AED 418 total

includes taxes & fees

14 Dec - 15 Dec

A large house with a green roof, surrounded by a well-maintained lawn and garden.

4. Antietam Overlook Farm

Keedysville

Michael

AED 949 total

includes taxes & fees

15 Nov - 16 Nov

A staircase with a stone wall, wooden steps, and a red carpet leading to a room with a wooden table and chairs.

5. Light Horse Inn

Harpers Ferry

Rich

AED 554 total

includes taxes & fees

2 Dec - 3 Dec

An outdoor seating area with a stone fire pit, cushioned benches, and string lights.

6. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

ANTHONY

AED 416 total

includes taxes & fees

5 Dec - 6 Dec

A wooden deck with two Adirondack chairs and a table overlooking a lake with trees and hills in the background.

7. Charming Cabin in the Woods with River Access

Shepherdstown

Christopher

AED 946 total

includes taxes & fees

24 Nov - 25 Nov

A hotel room with a large bed, two bedside lamps, a desk with a chair, a television, and a dresser.

8. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

pilar

AED 292 total

includes taxes & fees

17 Nov - 18 Nov

An outdoor covered patio with wicker furniture and string lights, overlooking a forested area.

9. Antietam Look Out - Incredible Sunset Views!

Keedysville

Betty M.

AED 1,688 total

includes taxes & fees

18 Nov - 19 Nov

A spacious living room with wooden walls and large windows, a fireplace, and a view of the outdoors.

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

Keedysville

Jared

AED 1,698 total

includes taxes & fees

17 Nov - 18 Nov

View all properties

Top Shepherdstown Hotel Reviews

Antietam Overlook Farm

Keedysville

10/10 Excellent

Anonymous traveler

Light Horse Inn

Harpers Ferry

10/10 Excellent

Keith

Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

10/10 Excellent

HARITHA

A garden with a statue, flowering shrubs, and a brick pathway.

The Carriage Inn B&B

Charles Town

10/10 Excellent

retired teacher

A traditional Tudor-style house with a pond in the foreground, surrounded by well-maintained gardens and trees.

Hillbrook Inn

Charles Town

10/10 Excellent

This is an Inn in a very rural area. It is very peaceful and this was much needed to quiet the mind. I went on the verge of the leaves changing in the fall so it was quite beautiful with changing leaves but still green grass and some plants blooming. I brought my small dog in this solo trip and it was a nice touch to leave a couple of milk bones in the room for him. I didn't go to the dining area for breakfast or dinner so I can't comment of this portion.

Patti

A gazebo with a paved pathway leading to it, surrounded by greenery and a sunset in the background.

Loudoun Valley Manor

Waterford

10/10 Excellent

My partner and I stayed here for two nights, and had a relaxing little vacation away from the bustle of D.C. Olga was a lovely host and made us feel very welcome. She cooked omelettes bright and early every morning, and always had coffee, tea, and snacks available throughout the day. There are a lot of vineyards and breweries nearby to visit, and the air-conditioned rooms were a comfortable retreat from the afternoon heat. The house was pristine, gorgeously decorated, and the view of the...

Anonymous traveler

Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

10/10 Excellent

Wade

A Courtyard by Marriott hotel with a modern design, multiple floors, and a parking area in front.

Courtyard Marriott Hagerstown

Hagerstown

10/10 Excellent

Anonymous traveler

An outdoor patio with a pergola, stone walls, and outdoor furniture.

Homewood Suites by Hilton Frederick

Frederick

10/10 Excellent

Cathy

An outdoor patio with a fire feature, seating, and a covered area with a view of the building's interior.

SpringHill Suites by Marriott Winchester

Winchester

10/10 Excellent

Lynette

A glass-enclosed cabin with a fire pit, outdoor seating, and string lights in a forested area.

Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mercersburg

10/10 Excellent

Austin

A pool area with red chairs and a person swimming.

Home2 Suites by Hilton Frederick

Frederick

10/10 Excellent

We had a great stay at this hotel. We were excited to have the pool open as well as self-serve breakfast with modifications. My only complaint would be that the front desk staff we mediocre. There was not a friendly warmth that I've had at many other hotels. I needed towels and I was asked to come pick them up at the front desk. (assuming they were short staffed.) A separate time I asked and they said they would bring them to the room. No one ever came. Other than that we had a great...

Zachary

A Country Inn & Suites building with a stone entrance, large windows, and a sign above the door.

Country Inn & Suites by Radisson, Frederick, MD

Frederick

10/10 Excellent

Clyde

An outdoor patio with stone fire pit seating, umbrellas, and a brick building in the background.

Residence Inn by Marriott Frederick

Frederick

10/10 Excellent

Josephine

A spacious hotel lobby with a bar area, seating arrangements, and a staircase.

Visitation Hotel Frederick, a Tribute Portfolio Hotel

Downtown Frederick

10/10 Excellent

Maryann

A stone building with a sloped roof, a paved pathway leading to a porch, and a large tree in the foreground.

Inn at Springfield Manor

Thurmont

10/10 Excellent

Samantha

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.

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Find Romantic Hotels in Shepherdstown, WV

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Shepherdstown romantic hotels

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

2. Quaint Mini Cottage in Shepherdstown - Walking Distance

3. Quality Inn Harpers Ferry - Charles Town

4. Antietam Overlook Farm

5. Light Horse Inn

6. Home2 Suites by Hilton Martinsburg, WV

7. Charming Cabin in the Woods with River Access

8. Days Inn by Wyndham Charles Town/Harpers Ferry

9. Antietam Look Out - Incredible Sunset Views!

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

Top Shepherdstown Hotel Reviews

Antietam Overlook Farm

10/10 Excellent

Frequently Asked Questions

Searching for romantic hotels in Shepherdstown?

When is the best time of year for a romantic getaway to Shepherdstown?

What is there to do in Shepherdstown?

What’s the best way to get to Shepherdstown and around town during my romantic getaway?

Explore a world of travel with Expedia