Find a Bed and Breakfast in Shepherdstown from CA $195

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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, (299 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is CA $191
CA $217 total
includes taxes & fees
May 26 - May 27
Loudoun Valley Manor

Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (100 reviews)
"VERY welcoming hosts! Great location - walking distance to shops and river area. "
United States
Meredith
The price is CA $285
CA $302 total
includes taxes & fees
May 25 - May 26
Hollerstown Hill Bed and Breakfast

Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
Boonsboro
10.0 out of 10, Exceptional, (1 review)
"This is a charming vintage house with modern amenities. I had the best night's sleep in a cozy comfortable bedroom with the softest blanket. The host offered every variety of product in the bathroom that a guest might need or enjoy - very thoughtful touch. "
United States
Susan H.
The price is CA $156
CA $195 total
includes taxes & fees
May 30 - May 31
Dandelion in the Heart of Boonsboro

Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (105 reviews)
"Loved the outdoor gardens."
United States
robert
The price is CA $286
CA $326 total
includes taxes & fees
May 25 - May 26
Stone Manor Boutique Inn

Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
10.0 out of 10, Exceptional, (229 reviews)
"Clean and cozy room, attentive staff, great breakfast"
United States
Steven
The price is CA $310
CA $375 total
includes taxes & fees
May 25 - May 26
Antietam Overlook Farm

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (678 reviews)
"Lovely Luxury with a spacious sunset suite. Very comfortable bed and sofa. Wish there were one or more sofa tables. staff were delightful, will definitely come again. Please add a cafe for guests not wanting a large expensive dinner. Breakfast Food was very good. Kitchen well equipped for beverage and snack storage, and very clean."
United States
Margaret
The price is CA $202
CA $261 total
includes taxes & fees
May 25 - May 26
Hillbrook Inn

Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is CA $392
CA $511 total
includes taxes & fees
May 30 - May 31
Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (76 reviews)
"Clean, great location, courteous staff. Could not ask for better."
United States
Anthony
The price is CA $244
CA $273 total
includes taxes & fees
May 25 - May 26
Cantuta Inn

Light Horse Inn: Suite 4

Light Horse Inn: Suite 4
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Very charming and comfortable "
United States
Joseph
The price is CA $256
CA $326 total
includes taxes & fees
Jun 17 - Jun 18
Light Horse Inn: Suite 4

Light Horse Inn: Suite 6

Light Horse Inn: Suite 6
Bolivar
9.8 out of 10, Exceptional, (6 reviews)
"Great spot!"
United States
Theresa
The price is CA $242
CA $311 total
includes taxes & fees
May 25 - May 26
Light Horse Inn: Suite 6

Light Horse Inn: Suite 2

Light Horse Inn: Suite 2
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Staff exceptionally friendly"
United States
Michael
The price is CA $228
CA $300 total
includes taxes & fees
Jun 7 - Jun 8
Light Horse Inn: Suite 2

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

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
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 CA $15,891
CA $20,597 total
includes taxes & fees
May 26 - May 27
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. "
United States
Robert
The price is CA $634
CA $723 total
includes taxes & fees
May 25 - May 26
The Inn at Grass Roots Hill

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is CA $348
CA $454 total
includes taxes & fees
May 30 - May 31
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Light Horse Inn: Suite 7

Light Horse Inn: Suite 7
Bolivar
9.4 out of 10, Exceptional, (6 reviews)
"The property was well-kept, and breakfast was delicious with friendly staff and guests."
United States
Rebecca
The price is CA $242
CA $311 total
includes taxes & fees
May 25 - May 26
Light Horse Inn: Suite 7

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is CA $214
CA $242 total
includes taxes & fees
Jun 1 - Jun 2
The Carriage Inn B&B

Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included

Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included
Purcellville
The price is CA $479
CA $625 total
includes taxes & fees
May 30 - May 31
Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included

Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included

Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
The price is CA $435
CA $567 total
includes taxes & fees
May 30 - May 31
Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included

Lakefront B&B Room w/Private Island Access + Breakfast Included

Lakefront B&B Room w/Private Island Access + Breakfast Included
Purcellville
The price is CA $496
CA $646 total
includes taxes & fees
May 28 - May 29
Lakefront B&B Room w/Private Island Access + Breakfast Included

Light Horse Inn: Suite 3

Light Horse Inn: Suite 3
Harpers Ferry
The price is CA $256
CA $337 total
includes taxes & fees
May 29 - May 30
Light Horse Inn: Suite 3
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

Find out more about Shepherdstown

Shepherdstown B&B information

Number of reviews
1,960
Accommodation
17 B&B
Lowest Price
CA $195
Highest Price
CA $20,597

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. Hillbrook Inn: 9 rooms. 13.9 mi (22.4 km) from the downtown core. Enjoy the free full breakfast and fitness center. Antietam Overlook Farm: 6 rooms. Situated 5.4 mi (8.7 km) from the heart of Shepherdstown. Enjoy the free full 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. 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.

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