Find Romantic Hotels in Shepherdstown, WV

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Check availability on Shepherdstown Romantic Hotels

Top Shepherdstown Romantic Hotels

Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is AED 145
AED 385 total
includes taxes & fees
1 Dec - 2 Dec
❤️ Secluded 1940s Romantic Tiny House on the River
1 bedroom, pillowtop beds, desk, laptop workspace
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (764)
"Clean room, nice area, friendly staff "
United States
chad
The price is AED 393
AED 428 total
includes taxes & fees
7 Dec - 8 Dec
SpringHill Suites by Marriott Winchester
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Pine Tree Nest

Cozy Pine Tree Nest

Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is AED 294
AED 623 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Pine Tree Nest
Restaurant
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (510)
"Fun trip "
United States
Arthur
The price is AED 735
AED 859 total
includes taxes & fees
22 Nov - 23 Nov
The Inn at Charles Town - Hollywood Casino
Restaurant
Visitation Hotel Frederick, a Tribute Portfolio Hotel

Visitation Hotel Frederick, a Tribute Portfolio Hotel

2.0 star property
Downtown Frederick
8.4 out of 10, Very Good, (39)
"Great place to stay"
United States
Don
The price is AED 610
AED 677 total
includes taxes & fees
30 Nov - 1 Dec
Visitation Hotel Frederick, a Tribute Portfolio Hotel
Bar (on property)
Hampton Inn Frederick

Hampton Inn Frederick

2.5 star property
Frederick
8.2 out of 10, Very Good, (1000)
"Decent stay..very convenient to highway and eating options."
United States
Kevin
The price is AED 365
AED 405 total
includes taxes & fees
25 Nov - 26 Nov
Hampton Inn Frederick
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, (105)
"We loved it! As cute/sweet as described."
United States
Fran E.
The price is AED 349
AED 790 total
includes taxes & fees
21 Nov - 22 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is AED 625
AED 791 total
includes taxes & fees
20 Nov - 21 Nov
Hillbrook Inn
Property grounds
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Hagerstown
10.0 out of 10, Exceptional, (122)
"We were very pleased with our stay. We enjoyed the privacy and the house"
United States
Kristine B.
The price is AED 380
AED 606 total
includes taxes & fees
20 Nov - 21 Nov
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Clean convenient safe area.. "
Craig 1-night trip
Posted 11 hours ago
Hampton Inn Martinsburg

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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 Historic District, Shepherdstown Opera House, or Elmwood Cemetery. 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 Opera House, and Elmwood Cemetery 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.