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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

B&B in Shepherdstown

Hollerstown Hill Bed and Breakfast
Dining

Hollerstown Hill Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (88)
"The hosts were fantastic and friendly "
$217 nightly
The price is $230
Aug 18 - Aug 19
Total includes taxes and fees
Hollerstown Hill Bed and Breakfast
Loudoun Valley Manor
Reception

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (256)
"Beautiful, well maintained property, clean spacious private rooms, attentive host."
$146 nightly
The price is $167
Aug 18 - Aug 19
Total includes taxes and fees
Loudoun Valley Manor
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."
$2,013 nightly
The price is $2,383
Aug 18 - Aug 19
Total includes taxes and fees
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
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."
$242 nightly
The price is $275
Aug 18 - Aug 19
Total includes taxes and fees
Stone Manor Boutique Inn
Dandelion in the Heart of Boonsboro
Interior

Dandelion in the Heart of Boonsboro

$127 nightly
The price is $135
Aug 24 - Aug 25
Total includes taxes and fees
Dandelion in the Heart of Boonsboro
The Inn at Grass Roots Hill
Property entrance

The Inn at Grass Roots Hill

3.0 star property
$459 nightly
The price is $523
Aug 18 - Aug 19
Total includes taxes and fees
The Inn at Grass Roots Hill
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, (32)
"It was a fantastic stay. The place is beautiful, picture book perfect. It was a magical stay. "
$269 nightly
The price is $301
Aug 18 - Aug 19
Total includes taxes and fees
Beaver Creek Inn and Spa
Antietam Overlook Farm
Exterior

Antietam Overlook Farm

3.5 star property
10.0 out of 10, Exceptional, (206)
"A place to relax, watch the stars or enjoy a soak in the tub - this is a warm and welcoming place to come. From Tina welcoming us at door, the cozy breakfast room, and spectacular views. Come and enjoy the view and the history of the area. "
$214 nightly
The price is $237
Aug 18 - Aug 19
Total includes taxes and fees
Antietam Overlook Farm
Cantuta Inn
Garden

Cantuta Inn

3.0 star property
9.0 out of 10, Wonderful, (71)
"Clean and well taken care of. Owner was friendly and cooked a nice breakfast. A quick walk to the downtown of Harper's Ferry."
$165 nightly
The price is $185
Aug 18 - Aug 19
Total includes taxes and fees
Cantuta Inn
The Carriage Inn B&B
Courtyard

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (424)
"Excellent, historic, amazing breakfast and hostess"
$167 nightly
The price is $189
Aug 21 - Aug 22
Total includes taxes and fees
The Carriage Inn B&B
Hillbrook Inn
Property amenity

Hillbrook Inn

4.0 star property
8.6 out of 10, Excellent, (668)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
$218 nightly
The price is $242
Aug 18 - Aug 19
Total includes taxes and fees
Hillbrook Inn
Back Creek, Winchester, VA
Smart TV, video games, DVD player, books

Back Creek, Winchester, VA

2.0 star property
$257 nightly
The price is $280
Aug 22 - Aug 23
Total includes taxes and fees
Back Creek, Winchester, VA
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, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Front desk staff were welcoming & friendly. Many dining options nearby. Convenient location. Room was clean. Breakfast was typical-waffles eggs sausage potatoes pastrues yogurt etc Coffee available throughout the stay. Beds wete comfortable with ample pillows and extra blankets. Overall a nice stay."
Erin 1-night trip
Posted 17 hours ago
Country Inn & Suites by Radisson, Frederick, MD

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Shepherdstown?
Prices for B&Bs in Shepherdstown often vary, but you can find a great deal from $135 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Shepherdstown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Shepherdstown?
The best time to book a B&B in Shepherdstown is during the vibrant spring months of April and May. This period marks the peak season, as travelers flock to the area to enjoy the blooming gardens and numerous outdoor festivals. With mild temperatures ranging from the mid-50s to low 70s Fahrenheit, it's an ideal time for leisurely strolls along the historic streets or scenic hikes in the nearby Appalachian Trail.

April brings with it a delightful atmosphere, as the town hosts various events like the annual Shepherdstown Music and Dance Festival, creating a lively backdrop for visitors. The combination of pleasant weather and local festivities makes this an appealing choice for those who appreciate a blend of culture and nature.

For those seeking a more budget-friendly experience, consider planning your visit in December. While the weather can be cooler, with temperatures dipping into the low 30s, the charm of Shepherdstown during the holiday season is truly enchanting. Enjoy festive decorations, cozy shops, and the warmth of local hospitality without the crowds.
What is the difference between a Shepherdstown Bed & Breakfast and a hotel?
Every Shepherdstown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Shepherdstown B&Bs.