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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

B&B in Shepherdstown

Reception
Loudoun Valley Manor

Loudoun Valley Manor

3.0 star property
Waterford
9.6 out of 10, Exceptional, (274)
"It was very clean throughout the house and in our room. The owner was very friendly and served a good breakfast. "
United States
Carol
The price is AED 507
AED 578 total
includes taxes & fees
18 Dec - 19 Dec
Loudoun Valley Manor
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

3.5 star property
Charles Town
9.6 out of 10, Exceptional, (437)
"Beautiful historic home, gracious hosts, delicious breakfast"
United States
Teresa
The price is AED 465
AED 526 total
includes taxes & fees
24 Nov - 25 Nov
The Carriage Inn B&B
Garden
Stone Manor Boutique Inn

Stone Manor Boutique Inn

3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (95)
"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
18 Nov - 19 Nov
Stone Manor Boutique Inn
Exterior
Antietam Overlook Farm

Antietam Overlook Farm

3.5 star property
Keedysville
10.0 out of 10, Exceptional, (218)
"The communication was wonderful. Our room was comfortable and relaxing. The view was lovely breakfast was delicious . "
United States
Chad
The price is AED 824
AED 996 total
includes taxes & fees
18 Nov - 19 Nov
Antietam Overlook Farm
Property entrance
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

3.0 star property
Purcellville
9.8 out of 10, Exceptional, (6)
"It was like staying in a fairy tale castle. The place is spotless, with great spacios rooms and immaculately designed common areas. The staff was friendly, knowledgeable, flexible and really helpful. Idyllic views and tasty breakfast. Highly recommend!"
United States
Bogdana G
The price is AED 1,685
AED 1,921 total
includes taxes & fees
18 Nov - 19 Nov
The Inn at Grass Roots Hill
Dining
Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast

3.5 star property
Frederick
9.6 out of 10, Exceptional, (91)
"Quaint cute historic location only minutes away from everything fun! Great friendly hosts as well."
United States
David
The price is AED 824
AED 874 total
includes taxes & fees
20 Nov - 21 Nov
Hollerstown Hill Bed and Breakfast
Interior
Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro

Boonsboro
The price is AED 415
AED 518 total
includes taxes & fees
23 Nov - 24 Nov
Dandelion in the Heart of Boonsboro
Garden
Cantuta Inn

Cantuta Inn

3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (74)
"Wonderful hostess. Breakfast was delicious! The house and our room were very clean and neat. Nicely decorated with many paintings by the owner. "
United States
Shannon
The price is AED 588
AED 658 total
includes taxes & fees
14 Dec - 15 Dec
Cantuta Inn
Exterior
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)
"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 6,484
AED 8,666 total
includes taxes & fees
23 Nov - 24 Nov
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Property amenity
Hillbrook Inn

Hillbrook Inn

4.0 star property
Charles Town
8.6 out of 10, Excellent, (670)
"We had an amazing day at the Hillbrook Inn. I recommend this to anybody who would like a quiet serene stay. Staff is wonderful and the food is amazing. "
United States
Karley
The price is AED 598
AED 762 total
includes taxes & fees
18 Dec - 19 Dec
Hillbrook Inn
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

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"Excellent, highly recommend!!!"
Heather 1-night trip
Posted 17 hours ago
SpringHill Suites by Marriott Winchester

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. Hillbrook Inn: 9 rooms. 13.9 mi (22.4 km) from the heart of downtown. Enjoy the free full breakfast and fitness center. The Carriage Inn B&B: 7 rooms. Located 10 mi (16.1 km) from the core of Shepherdstown. Enjoy the designer toiletries and in-room fireplace.
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 Historic District 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.