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Next weekend
19 Sep - 21 Sep
In two weeks
26 Sep - 28 Sep
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10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

B&B in Shepherdstown

Our top choices for Shepherdstown bed & breakfast

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (262)
"Just a beautiful, serene property hosted and run by a lovely woman- Olga. Breakfast was freshly made to order and our room was very nicely appointed and super clean. Beautiful place overall with many wineries nearby. "
The price is SAR 518
SAR 590 total
includes taxes & fees
9 Sep - 10 Sep
Loudoun Valley Manor
Cantuta Inn
Garden

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (71)
"Clean and well taken care of. Owner was friendly and cooked a nice breakfast. A quick walk to the downtown of Harper's Ferry."
The price is SAR 600
SAR 672 total
includes taxes & fees
9 Sep - 10 Sep
Cantuta Inn
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (209)
"I cannot say enough good things about my stay! Staff was welcoming, hospitable and attentive!"
The price is SAR 728
SAR 890 total
includes taxes & fees
9 Sep - 10 Sep
Antietam Overlook Farm
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 SAR 816
SAR 930 total
includes taxes & fees
9 Sep - 10 Sep
Stone Manor Boutique Inn
Hollerstown Hill Bed and Breakfast
Dining

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (88)
"The hosts were fantastic and friendly "
The price is SAR 734
SAR 778 total
includes taxes & fees
9 Sep - 10 Sep
Hollerstown Hill Bed and Breakfast
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 SAR 651
SAR 823 total
includes taxes & fees
9 Sep - 10 Sep
Hillbrook Inn
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (427)
"Excellent, historic, amazing breakfast and hostess"
The price is SAR 525
SAR 593 total
includes taxes & fees
17 Sep - 18 Sep
The Carriage Inn B&B
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazng views. Large rooms. Manager was very accommodating. Look forward to our next stay."
The price is SAR 1,679
SAR 1,914 total
includes taxes & fees
9 Sep - 10 Sep
The Inn at Grass Roots Hill
Dandelion in the Heart of Boonsboro
Interior

Dandelion in the Heart of Boonsboro

The price is SAR 435
SAR 541 total
includes taxes & fees
17 Sep - 18 Sep
Dandelion in the Heart of Boonsboro
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

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Frequently asked questions

Searching for B&Bs in Shepherdstown?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your getaway to Shepherdstown. If you're looking to play some golf while in Shepherdstown, you can perfect your swing at Cress Creek Golf Club and Cress Creek Country Club Golf Course.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to socialize with other guests, and tasty breakfasts, B&Bs provide a unique environment.
What are the best bed and breakfasts in Shepherdstown?
Here are some B&Bs in the surrounding area: Loudoun Valley Manor: 6 rooms. 18 mi (29 km) from the heart of Shepherdstown. Enjoy the local cuisine breakfast and soaking bathtubs. Antietam Overlook Farm: 6 rooms. 5.4 mi (8.7 km) from the downtown core. Enjoy the free full breakfast and soaking bathtubs. The Carriage Inn B&B: 7 rooms. Situated 10 mi (16.1 km) from the heart of Shepherdstown. Enjoy the designer toiletries and in-room fireplace. Hillbrook Inn: 9 rooms. 13.9 mi (22.4 km) from the heart of downtown. Enjoy the free full breakfast and fitness center.
When should I stay at a B&B in Shepherdstown?
When you're dreaming of a escape to Shepherdstown, year-round temperatures and rainfall may be important factors to consider. 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?
Travelers enjoy Shepherdstown for its riverfront and historic landmarks. If you're looking for some activities to entertain you on your trip, consider visiting Cress Creek Golf Club and Cress Creek Country Club Golf Course. You might put Shepherdstown Visitors Center and Shepherdstown Opera House on your list if you want to see more of the area.
How can I get to and around Shepherdstown?
Planning your excursions in and around Shepherdstown is easier with these transportation options. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 10.1 mi (16.3 km) away from the heart of the city. Otherwise, you can search for flights to Hagerstown, MD (HGR-Hagerstown Regional), which is 19.4 mi (31.2 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.