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

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Check availability on Shepherdstown Romantic Hotels

Tonight
10 Sep - 11 Sep
Tomorrow
11 Sep - 12 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Shepherdstown romantic hotels

Exterior
Property grounds
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 162
AED 403 total
includes taxes & fees
5 Oct - 6 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
Interior
Coffee/tea maker, fridge, microwave, oven
Property grounds
Outdoor dining

2. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Stephen V.
AED 735
AED 1,207 total
includes taxes & fees
13 Sep - 14 Sep
Antietam Creek - Quiet 2 Bedroom Cabin
Property grounds
Dining
Exterior
Property grounds

3. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
Francie V.
AED 502
AED 751 total
includes taxes & fees
18 Sep - 19 Sep
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Property grounds
Coffee/tea maker, fridge, microwave, oven
Exterior
Dining

4. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
United States
Image M.
AED 981
AED 1,753 total
includes taxes & fees
13 Sep - 14 Sep
Glamping Clear Spring Maryland 3-Cabin Campground
Dining
Property grounds
TV, fireplace, offices
Coffee/tea maker, fridge, microwave, oven

5. 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 1,419 total
includes taxes & fees
13 Sep - 14 Sep
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
A park with a pond, a bridge, and a church in the background.
Dining
Smart TV, fireplace
Outdoor dining

6. 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
Jennifer W.
AED 408
AED 997 total
includes taxes & fees
13 Sep - 14 Sep
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Room and bathroom were huge, especially for the price! Like having a small apartment, very nice! We just booked last minute on a long drive for one night. Great find!"
Amanda 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Hagerstown, MD

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 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 Historic District, Shepherdstown Opera House, 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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