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Nov 21 - Nov 23
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B&B in Shepherdstown

Reception
Loudoun Valley Manor

Loudoun Valley Manor

3.0 star property
Waterford
9.6 out of 10, Exceptional, (273)
"It was very clean throughout the house and in our room. The owner was very friendly and served a good breakfast. "
United States
Carol
$141 nightly
The price is $161
Nov 17 - Nov 18
Total with taxes and fees
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, (434)
"Innkeepers are wonderful. Beautiful spot. "
United States
Danielle
$127 nightly
The price is $144
Nov 24 - Nov 25
Total with taxes and fees
The Carriage Inn B&B
Interior
Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro

Boonsboro
$133 nightly
The price is $141
Nov 18 - Nov 19
Total with taxes and fees
Dandelion in the Heart of Boonsboro
Exterior
Antietam Overlook Farm

Antietam Overlook Farm

3.5 star property
Keedysville
10.0 out of 10, Exceptional, (217)
"The communication was wonderful. Our room was comfortable and relaxing. The view was lovely breakfast was delicious . "
United States
Chad
$244 nightly
The price is $271
Nov 12 - Nov 13
Total with taxes and fees
Antietam Overlook Farm
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
$236 nightly
The price is $250
Nov 12 - Nov 13
Total with taxes and fees
Hollerstown Hill Bed and Breakfast
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
$242 nightly
The price is $275
Nov 12 - Nov 13
Total with taxes and fees
Stone Manor Boutique Inn
Property entrance
The Inn at Grass Roots Hill

The Inn at Grass Roots Hill

3.0 star property
Purcellville
10.0 out of 10, Exceptional, (4)
"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
$459 nightly
The price is $523
Nov 12 - Nov 13
Total with taxes and fees
The Inn at Grass Roots Hill
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.
$2,016 nightly
The price is $2,387
Nov 16 - Nov 17
Total with taxes and fees
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
$193 nightly
The price is $214
Dec 10 - Dec 11
Total with taxes and fees
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

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"The staff was very courteous with asssiting us with a crib for our baby and ensuring we were placed in a room near the elevator. The room was very spacious for our family of 5"
Mishone 1-night trip
Posted 2 days ago
Holiday Inn Express Charles Town by IHG

Find out more about Shepherdstown

Shepherdstown B&B information

Number of reviews
1,061
Accommodation
17 B&B
Lowest Price
$141
Highest Price
$2,387

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 $141 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.

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