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Our top choices for Shepherdstown bed & breakfast

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (279 reviews)
"Great location for visiting wineries"
United States
Anne
The price is AED 507
AED 578 total
includes taxes & fees
22 Jan - 23 Jan
Loudoun Valley Manor

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
2.0 star property
Lovettsville
10.0 out of 10, Exceptional, (1 review)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
The price is AED 42,240
AED 55,089 total
includes taxes & fees
26 Jan - 27 Jan
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (673 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is AED 572
AED 733 total
includes taxes & fees
19 Jan - 20 Jan
Hillbrook Inn

Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
10.0 out of 10, Exceptional, (221 reviews)
"My boyfriend and I really enjoyed our stay at Antietam Overlook Farm! We had never stayed at a bed and breakfast prior to this trip which made it a cool and unique experience to have our first experience here. "
United States
Emily
The price is AED 629
AED 778 total
includes taxes & fees
15 Jan - 16 Jan
Antietam Overlook Farm

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (75 reviews)
"The hostess and her husband were friendly and made us feel very welcome! Breakfast was scrambled eggs with fruit and was nice."
United States
Ron
The price is AED 569
AED 638 total
includes taxes & fees
19 Jan - 20 Jan
Cantuta Inn

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (95 reviews)
"The experience was very good, will return in the future. The breakfast was excellent. "
United States
Marvin
The price is AED 703
AED 802 total
includes taxes & fees
15 Jan - 16 Jan
Stone Manor Boutique Inn

Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (96 reviews)
"Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay."
United States
Eric
The price is AED 841
AED 891 total
includes taxes & fees
15 Jan - 16 Jan
Hollerstown Hill Bed and Breakfast

Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
Boonsboro
The price is AED 437
AED 541 total
includes taxes & fees
6 Feb - 7 Feb
Dandelion in the Heart of Boonsboro

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (7 reviews)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
The price is AED 1,618
AED 1,844 total
includes taxes & fees
15 Jan - 16 Jan
The Inn at Grass Roots Hill

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (440 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is AED 462
AED 522 total
includes taxes & fees
10 Feb - 11 Feb
The Carriage Inn B&B
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

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: Hillbrook Inn: 9 rooms. 13.9 mi (22.4 km) from the heart of Shepherdstown. Enjoy the free full breakfast and fitness center. Loudoun Valley Manor: 6 rooms. 18 mi (29 km) from the downtown core. Enjoy the local cuisine 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. Antietam Overlook Farm: 6 rooms. 5.4 mi (8.7 km) from the heart of downtown. Enjoy the free full breakfast and soaking bathtubs. Stone Manor Boutique Inn: 6 rooms. Located 13.6 mi (21.9 km) from the core of Shepherdstown. Enjoy the free full breakfast and winery.
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.