Find Romantic Hotels in Shepherdstown, WV

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Check availability on Shepherdstown Romantic Hotels

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

Our top choices for Shepherdstown romantic hotels

Exterior

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (77 reviews)
"Cozy home, great location, and kind and helpful host. Would like to stay again. "
United States
Matthew S.
The price is AED 281
AED 537 total
includes taxes & fees
12 Jun - 13 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Interior

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, (115 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is AED 275
AED 732 total
includes taxes & fees
2 Jun - 3 Jun
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is AED 735
AED 1,207 total
includes taxes & fees
2 Jun - 3 Jun
Antietam Creek - Quiet 2 Bedroom Cabin

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (127 reviews)
"Great stay, excellent location and host was always readily available. Highly recommended!"
United States
Zayde C.
The price is AED 364
AED 977 total
includes taxes & fees
2 Jun - 3 Jun
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Exterior

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
9.8 out of 10, Exceptional, (201 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is AED 533
AED 642 total
includes taxes & fees
2 Jun - 3 Jun
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

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, (101 reviews)
"Had a wonderful time!"
United States
Jesse K.
The price is AED 382
AED 888 total
includes taxes & fees
7 Jun - 8 Jun
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Property grounds

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
10.0 out of 10, Exceptional, (131 reviews)
"GREAT TIME WILL STAY AGAIN"
United States
WAYNE M.
The price is AED 413
AED 644 total
includes taxes & fees
7 Jun - 8 Jun
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Property grounds

Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful and beautiful place ! Access to the park could not be better. The combination of the excellent owners / host with everything else that makes up this property makes it perfect !"
United States
Christopher J.
The price is AED 881
AED 1,451 total
includes taxes & fees
2 Jun - 3 Jun
Glamping Clear Spring Maryland 3-Cabin Campground
Dining

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

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
9.8 out of 10, Exceptional, (59 reviews)
"The cabin was cozy & clean. Kitchen had all the cooking tools that was needed during my stay. It was a perfect spot for my spouse and I while visiting family in the area. "
United States
Eric S.
The price is AED 612
AED 1,476 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
TV, foosball, books

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11 reviews)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
The price is AED 294
AED 623 total
includes taxes & fees
4 Jun - 5 Jun
Cozy Pine Tree Nest
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.
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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good
"The room was clean, but needs to be updated. Such as the carpeting.The beds were comfortable. The bathroom was clean. Water pressure was very good in shower"
ROSEMARY 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Hagerstown, MD

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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 Museum, 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 Museum, 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.