Search B&B in Shepherdstown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

B&B in Shepherdstown

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (197)
"Nice friendly staff, location was beautiful, and the rooms were nice and cozy. "
The price is SAR 841
SAR 1,017 total
includes taxes & fees
9 Jun - 10 Jun
Antietam Overlook Farm

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (666)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
The price is SAR 724
SAR 905 total
includes taxes & fees
16 Jun - 17 Jun
Hillbrook Inn

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (245)
"Loved this place so much I came back with my family. Absolutely recommend for anyone on the road or looking to make a nice little trip to the Virginia countryside. "
The price is SAR 484
SAR 552 total
includes taxes & fees
11 Jun - 12 Jun
Loudoun Valley Manor

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (417)
"We stayed in the Copper Beech Suite, which was spacious and comfortable. It has its own screened-in porch which was wonderful to sit on at all times of the day. The hosts are very friendly, welcoming and attentive. And the breakfasts were very good. Highly recommended! "
The Carriage Inn B&B

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (67)
"These folks are very good communicators and the location is great. The property itself is rather run down and the front steps are certainly not up to code. Very tight inside. Okay for younger travelers but not for older folks. "
Lily Garden Bed and Breakfast

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (86)
"The hosts were fantastic and friendly "
Hollerstown Hill Bed and Breakfast

Stone Manor Boutique Inn

3.5 star property
9.6 out of 10, Exceptional, (91)
"It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable."
The price is SAR 718
SAR 819 total
includes taxes & fees
9 Jun - 10 Jun
Stone Manor Boutique Inn

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (68)
"The staff was friendly, the room was clean and the location was convenient for what we wanted to do. "
Cantuta Inn

Beaver Creek Inn and Spa

3.5 star property
9.4 out of 10, Exceptional, (32)
"It was a fantastic stay. The place is beautiful, picture book perfect. It was a magical stay. "
Beaver Creek Inn and Spa

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (57)
"Enjoyed a relaxing three week stay with my Dog in a cozy carriage gouse nesled in beautiful historic Harpers Ferry. Owner provided breakfeast and check in weekly to ensure for a comfortable stay. Recommend this location and will stay again if in the area. "
Caravan Suite location Private Lily Garden BnB

Charming 1-bedroom in our 1930 home at the center of adventure

Charming 1-bedroom in our 1930 home at the center of adventure

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast

HollyStay Room 2

HollyStay Room 2

Ledge House Bed & Breakfast

2.0 star property
10.0 out of 10, Exceptional, (2)
"My husband and I enjoyed our stay very much. It was clean and had a lovely view from the main deck. What really made this house amazing was our hostess, Annie. She was very accommodating. Our breakfast was outstanding. Annie was extremely knowledgeable of the area and the best places to visit and eat. The house has a couple decks that could use some updating and a vine was well on its way to choking out a beautiful large tree near the main deck. Take note that if you’re planning on renting...
Ledge House Bed & Breakfast

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

2.0 star property
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."
The price is SAR 6,621
SAR 8,866 total
includes taxes & fees
6 Jul - 7 Jul
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Purcellville Home

3.5 star property
8.8 out of 10, Excellent, (6)
Purcellville Home
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.
Save an average of 15% on thousands of hotels when you're signed in

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: Antietam Overlook Farm: 6 rooms. 5.4 mi (8.7 km) from the heart of Shepherdstown. Enjoy the free full breakfast and soaking bathtubs. Hillbrook Inn: 9 rooms. 13.9 mi (22.4 km) from the downtown core. Enjoy the free full breakfast and fitness center. Loudoun Valley Manor: 6 rooms. Situated 18 mi (29 km) from the heart of Shepherdstown. Enjoy the local cuisine breakfast and soaking bathtubs. The Carriage Inn B&B: 7 rooms. 10 mi (16.1 km) from the heart of downtown. Enjoy the designer toiletries and in-room fireplace. Lily Garden Bed and Breakfast: 2 rooms. Located 8 mi (12.9 km) from the core of Shepherdstown.
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.