Title: Shepherdstown B&B: Find the Best Bed and Breakfast from CA $198 | Expedia.ca [Hotels in Shepherdstown](https://expedia.ca/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.ca/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Shepherdstown Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide)[Shepherdstown Vacation Packages](https://expedia.ca/Shepherdstown.d56114.Destination-Travel-Guides) ![Shepherdstown showing a small town or village, street scenes and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135498-Shepherdstown.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Shepherdstown from CA $198 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shepherdstown B&B ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/098eec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f1873da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor Waterford 9.6/10 Exceptional (269) "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! " CA $193 CA $221 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/eaa4b7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/46449a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f8c19c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/9aa4d92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn Charles Town 8.6/10 Excellent (669) "We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!" CA $233 CA $297 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/7659ac17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/7b497b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/b327e54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/5073e88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Overlook Farm Keedysville 10/10 Exceptional (213) "I cannot say enough good things about my stay! Staff was welcoming, hospitable and attentive!" CA $314 CA $380 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information) ![Panoramic Suite, 1 King Bed, Patio, Mountain View](https://images.trvl-media.com/lodging/23000000/22940000/22936200/22936118/2031f2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22940000/22936200/22936118/04a65dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/23000000/22940000/22936200/22936118/efa29536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22940000/22936200/22936118/a07c89e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beaver Creek Inn and Spa Hagerstown 9.4/10 Exceptional (33) "All around incredible experience. Lovely place and people. " [](https://www.expedia.ca/Hagerstown-Hotels-Beaver-Creek-Inn-And-Spa.h22936118.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/a53cd216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Mary Rutherford Room](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/fead0911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B Charles Town 9.6/10 Exceptional (429) "Excellent accommodations and breakfast. " CA $222 CA $251 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/0ab07db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/0c1ee0a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/48522d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/0f2e099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hollerstown Hill Bed and Breakfast Frederick 9.6/10 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." CA $286 CA $303 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Frederick-Hotels-Hollerstown-Hill-Bed-And-Breakfast.h21884253.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/3fe7c40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/0aef02f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/ef0db233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/8f141c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn Lovettsville 9.6/10 Exceptional (93) "It is a quiet and elegant property inside The breakfast was delicious and the owners were friendly and hospitable." CA $304 CA $347 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/2f491ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/51165234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/4ee27c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Single Room, Mountain View](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/d88b46e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill Purcellville 10/10 Exceptional (2) "House and property are absolutely beautiful. Staff are amazing and super friendly " CA $540 CA $616 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/fc69b508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/f7ffda1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/4272811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/8c9de01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cantuta Inn Harpers Ferry 9.0/10 Wonderful (73) "A comfortable, quiet, & beautiful place to stay. Staff was friendly and able to recommend somewhere good for dinner. " CA $238 CA $267 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/9470538d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/ce791050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/8fa97c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dandelion in the Heart of Boonsboro Boonsboro CA $158 CA $198 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boonsboro-Hotels-Dandelion-In-The-Heart-Of-Boonsboro.h118043808.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/1efbf58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/6148332c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/7243fdc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/64000000/63860000/63853900/63853807/7def0784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event Lovettsville 10/10 Exceptional (1) "Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend." CA $2,472 CA $3,313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn-Country-Manor-With-Breathtaking-Gardens-And-Event.h63853807.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=56114&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Bed-And-Breakfast.d56114-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Bed-And-Breakfast.d56114-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Shepherdstown Hotel Reviews ![Country Inn & Suites by Radisson, Frederick, MD](//images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 10/10 Excellent "Not what I would have expected from a Radisson property. " [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Hilton Garden Inn Frederick](//images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Yes clean room and praking was safe " [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Hilton Garden Inn Martinsburg](//images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/4c240ea0_y.jpg) ### Hilton Garden Inn Martinsburg 10/10 Excellent "Clean room, friendly staff" [](https://expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information) ![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg) ### Days Inn by Wyndham Charles Town/Harpers Ferry 10/10 Excellent "Nice place to stay" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Convenient " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Hillside Inn & Suite](//images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg) ### Hillside Inn & Suite 10/10 Excellent "Room was very clean and staff is very friendly " [](https://expedia.ca/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ![Comfort Inn Frederick - Ballenger Creek](//images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/047bd49c_y.jpg) ### Comfort Inn Frederick - Ballenger Creek 10/10 Excellent "Clean, well equipped room with extra towels,hair dryer and many great room amenities " [](https://expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](//images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "way better than we expected in all areas. great service , very clean , very nice attached restaurant " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](//images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "One of the best facilities we've ever used." [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ## Find out more about Shepherdstown ## Shepherdstown B&B information | Number of reviews | 1,147 | | --- | --- | | Accommodation | 17 B&B | | Lowest Price | CA $198 | | Highest Price | CA $3,313 | ## 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](https://www.expedia.ca/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information): 6 rooms. 5.4 mi (8.7 km) from the heart of Shepherdstown. Enjoy the free full breakfast and soaking bathtubs. [Loudoun Valley Manor](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information): 6 rooms. 18 mi (29 km) from the downtown core. Enjoy the local cuisine breakfast and soaking bathtubs. [The Carriage Inn B&B](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information): 7 rooms. Situated 10 mi (16.1 km) from the heart of Shepherdstown. Enjoy the designer toiletries and in-room fireplace. [Cantuta Inn](https://www.expedia.ca/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information): 4 rooms. 7.8 mi (12.6 km) from the heart of downtown. ### 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Harpers Ferry](https://www.expedia.ca/4Star-Harpers-Ferry-Hotels.s40-0-d7561.Travel-Guide-Filter-Hotels) - [Aparthotels in Bedington](https://www.expedia.ca/Bedington-Apart-Hotels.d553248635975875967-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Bedington](https://www.expedia.ca/Bedington-Cabins.d553248635975875967-aaCabins.Travel-Guide-Accommodation) - [Bedington Hotels](https://www.expedia.ca/Bedington-Hotels.d553248635975875967.Travel-Guide-Hotels) - [Lodges in Bedington](https://www.expedia.ca/Bedington-Lodges.d553248635975875967-aaLodges.Travel-Guide-Accommodation) - [Resorts in Bedington](https://www.expedia.ca/Bedington-Resort-Hotels.d553248635975875967-aaResortHotels.Travel-Guide-Accommodation) - [Resorts in Berkeley](https://www.expedia.ca/Berkeley-Resort-Hotels.d553248635975849730-aaResortHotels.Travel-Guide-Accommodation) - 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