Find Romantic Hotels in Shepherdstown, WV

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Check availability on Shepherdstown Romantic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Shepherdstown Romantic Hotels

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

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is AED 149
AED 388 total
includes taxes & fees
12 Oct - 13 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
Inn at Springfield Manor
Exterior

Inn at Springfield Manor

3.0 star property
8.8 out of 10, Excellent, (59)
"LOVELY place, lovely people"
The price is AED 735
AED 779 total
includes taxes & fees
5 Oct - 6 Oct
Inn at Springfield Manor
Cozy Pine Tree Nest
Fridge, microwave, coffee/tea maker, electric kettle

Cozy Pine Tree Nest

9.2 out of 10, Wonderful, (10)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
The price is AED 294
AED 623 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Pine Tree Nest
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1001)
"This place had ample parking and our room was very clean and confortable."
The price is AED 339
AED 380 total
includes taxes & fees
3 Nov - 4 Nov
Clarion Inn Harpers Ferry - Charles Town
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (104)
"Our weekend cabin stay was wonderful. The safe neighborhood was quite and peaceful. Its location near nature and the city was just perfect. The cozy cabin was clean and comfy. We loved Gambrill State Park and downtown Frederick didn't disappoint as well."
The price is AED 364
AED 794 total
includes taxes & fees
14 Oct - 15 Oct
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Stone Manor Boutique Inn
Garden

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (93)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is AED 798
AED 910 total
includes taxes & fees
5 Oct - 6 Oct
Stone Manor Boutique Inn
SpringHill Suites by Marriott Winchester
1 bedroom, pillowtop beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (732)
"Spacious, comfortable room; convenient location right by a Target. "
The price is AED 410
AED 446 total
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Winchester
Hillbrook Inn
Property amenity

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (669)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is AED 702
AED 878 total
includes taxes & fees
6 Oct - 7 Oct
Hillbrook Inn
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Property grounds

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

9.8 out of 10, Exceptional, (85)
"Everything worked as expected, good experience"
The price is AED 331
AED 820 total
includes taxes & fees
6 Oct - 7 Oct
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (494)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is AED 441
AED 530 total
includes taxes & fees
3 Nov - 4 Nov
The Inn at Charles Town - Hollywood Casino
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.
View all properties

Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent
"Just stayed a couple of hours due to a last minute flight cancellation. Enjoyed the room and breakfast, the short time we were there. "
Jeff 1-night trip
Posted 4 days ago
Country Inn & Suites by Radisson, Hagerstown, MD
Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Shops nearby!"
Petrica 1-night trip
Posted 2 weeks 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 Opera House, Shepherdstown Museum, or Cress Creek Golf Club. 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 Cress Creek Golf Club 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.