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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

B&B in Shepherdstown

Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (268)
"We loved this property and will definitely be back! It felt homely, but there were plenty of amenities and also there was plenty of privacy. The breakfasts were tasty and the property was located in the perfect position to visit the wineries! "
The price is AED 507
AED 578 total
includes taxes & fees
6 Oct - 7 Oct
Loudoun Valley Manor
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (211)
"I cannot say enough good things about my stay! Staff was welcoming, hospitable and attentive!"
The price is AED 824
AED 996 total
includes taxes & fees
5 Oct - 6 Oct
Antietam Overlook Farm
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (429)
"Excellent, historic, amazing breakfast and hostess"
The price is AED 551
AED 622 total
includes taxes & fees
9 Oct - 10 Oct
The Carriage Inn B&B
Lily Garden Bed and Breakfast
Front of property

Lily Garden Bed and Breakfast

2.5 star property
9.6 out of 10, Exceptional, (74)
"The owners are the sweetest. Easy communication and great breakfast options included!"
Lily Garden 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 AED 680
AED 853 total
includes taxes & fees
6 Oct - 7 Oct
Hillbrook Inn
Cantuta Inn
Garden

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (73)
"A comfortable, quiet, & beautiful place to stay. Staff was friendly and able to recommend somewhere good for dinner. "
The price is AED 588
AED 658 total
includes taxes & fees
13 Oct - 14 Oct
Cantuta Inn
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
10.0 out of 10, Exceptional, (2)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
The price is AED 1,685
AED 1,921 total
includes taxes & fees
3 Oct - 4 Oct
The Inn at Grass Roots Hill
Hollerstown Hill Bed and Breakfast
Dining

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (90)
"Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay."
The price is AED 750
AED 795 total
includes taxes & fees
6 Oct - 7 Oct
Hollerstown Hill Bed and Breakfast
Caravan Suite location Private Lily Garden BnB
Property grounds

Caravan Suite location Private Lily Garden BnB

10.0 out of 10, Exceptional, (60)
"I recommend this place 100 percent"
Caravan Suite location Private Lily Garden BnB
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
Beaver Creek Inn and Spa
Panoramic Suite, 1 King Bed, Patio, Mountain View | 1 bedroom, premium bedding, desk, iron/ironing board

Beaver Creek Inn and Spa

3.5 star property
9.4 out of 10, Exceptional, (33)
"It was a fantastic stay. The place is beautiful, picture book perfect. It was a magical stay. "
Beaver Creek Inn and Spa
Dandelion in the Heart of Boonsboro
Interior

Dandelion in the Heart of Boonsboro

The price is AED 415
AED 518 total
includes taxes & fees
12 Oct - 13 Oct
Dandelion in the Heart of Boonsboro
Charming 1-bedroom in our 1930 home at the center of adventure
Interior

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

Charming 1-bedroom in our 1930 home at the center of adventure
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

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 AED 6,484
AED 8,687 total
includes taxes & fees
2 Nov - 3 Nov
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Hidden View Bed & Breakfast
Terrace/patio

Hidden View Bed & Breakfast

4.0 star property
Hidden View Bed & Breakfast
Ledge House Bed & Breakfast
Exterior

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
Purcellville Home
Interior

Purcellville Home

3.5 star property
8.8 out of 10, Excellent, (6)
"This was just what we needed. I appreciated the quiet and Lana was so nice. "
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.
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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 2 days ago
Country Inn & Suites by Radisson, Hagerstown, MD

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. 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. 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.