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
  • Be picky

    Search almost a million properties worldwide

Check availability on Shepherdstown Romantic Hotels

Next weekend
In two weeks

Our top choices for Shepherdstown romantic hotels

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is AED 149
AED 388 total
includes taxes & fees
1 Mar - 2 Mar
❤️ Secluded 1940s Romantic Tiny House on the River

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

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (95 reviews)
"Love it been coming here for a few years now "
United States
Kristina M.
The price is AED 430
AED 949 total
includes taxes & fees
23 Feb - 24 Feb
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is AED 735
AED 1,207 total
includes taxes & fees
23 Feb - 24 Feb
Antietam Creek - Quiet 2 Bedroom Cabin

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
9.6 out of 10, Exceptional, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is AED 257
AED 681 total
includes taxes & fees
25 Feb - 26 Feb
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
10.0 out of 10, Exceptional, (125 reviews)
"GREAT TIME WILL STAY AGAIN"
United States
WAYNE M.
The price is AED 380
AED 606 total
includes taxes & fees
23 Feb - 24 Feb
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion
Hedgesville
9.8 out of 10, Exceptional, (75 reviews)
"Cabin was warm, cozy and relaxing. Beautiful view from porches."
United States
Amber D.
The price is AED 918
AED 1,546 total
includes taxes & fees
27 Feb - 28 Feb
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Cozy w Fireplace, Fire Pit, Wifi & Pool Access
The Woods
9.8 out of 10, Exceptional, (59 reviews)
"The house is a bit on the campy side and provided the basic necessities. The oven put out alot of foul smelling smoke when attempted to bake salmon (notified Blue Maple). The sports center and pools made the trip."
United States
Jack k.
The price is AED 628
AED 1,380 total
includes taxes & fees
24 Mar - 25 Mar
Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Visitation Hotel Frederick, a Tribute Portfolio Hotel

Visitation Hotel Frederick, a Tribute Portfolio Hotel
3.5 star property
Downtown Frederick
8.6 out of 10, Excellent, (54 reviews)
"Great place you wouldnt have to leave"
United States
Tac
The price is AED 676
AED 750 total
includes taxes & fees
1 Mar - 2 Mar
Visitation Hotel Frederick, a Tribute Portfolio Hotel

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (96 reviews)
"The breakfast was fabulous and the room great "
United States
MICHEL
The price is AED 703
AED 802 total
includes taxes & fees
23 Feb - 24 Feb
Stone Manor Boutique Inn

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (813 reviews)
"Great stay!"
United States
Rene
The price is AED 393
AED 428 total
includes taxes & fees
1 Mar - 2 Mar
SpringHill Suites by Marriott Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

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, Rumsey Steamboat Museum, or Shepherdstown 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, Rumsey Steamboat Museum, and Shepherdstown 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.