A street lined with brick buildings, including a bank and a restaurant.

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Check availability on Shepherdstown Romantic Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Shepherdstown romantic hotels

Exterior
WiFi (free), bed sheets
Property grounds
Dining

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Joseph
AED 238
AED 488 total
includes taxes & fees
31 Aug - 1 Sep
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Interior
TV, fireplace, DVD player, books
Property grounds

2. 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
United States
Doug P.
AED 533
AED 646 total
includes taxes & fees
22 Aug - 23 Aug
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Interior
Property grounds
Coffee/tea maker, fridge, microwave, oven
Outdoor dining

3. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Kandy T.
AED 735
AED 1,226 total
includes taxes & fees
20 Aug - 21 Aug
Antietam Creek - Quiet 2 Bedroom Cabin
Smart TV, fireplace, DVD player, books
Coffee/tea maker, fridge, microwave, oven
Exterior
4 bedrooms, desk, iron/ironing board, WiFi (free)

4. Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
United States
Jenn C.
AED 467
AED 1,525 total
includes taxes & fees
26 Aug - 27 Aug
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Coffee/tea maker, fridge, microwave, oven
Exterior detail
Dining
Interior

5. Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Harpers Ferry
United States
Connie V.
AED 686
AED 2,156 total
includes taxes & fees
20 Aug - 21 Aug
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Property grounds
Desk, WiFi, bed sheets
Exterior
Dining

6. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
AED 881
AED 1,703 total
includes taxes & fees
18 Aug - 19 Aug
Glamping Clear Spring Maryland 3-Cabin Campground
Property grounds
TV, books
Dining
Exterior

7. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
Francie V.
AED 506
AED 755 total
includes taxes & fees
18 Aug - 19 Aug
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Dining
Coffee/tea maker, fridge, microwave, oven
Property grounds
TV, fireplace, offices

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

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
United States
Eric S.
AED 611
AED 1,434 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
A park with a pond, a bridge, and a church in the background.
Smart TV, fireplace
Smart TV, fireplace
Outdoor dining

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
United States
Anonymous traveler
AED 448
AED 1,078 total
includes taxes & fees
30 Aug - 31 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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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 Historic District, 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 Historic District, 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.

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