Title: Shepherdstown B&B: Find the Best Bed and Breakfast from CA $193 | 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)[Things to do in Shepherdstown](https://expedia.ca/Things-To-Do-In-Shepherdstown.d56114.Travel-Guide-Activities)[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 featuring heritage architecture and an administrative building](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shepherdstown bed & breakfast ![Garden view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f6325d64.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) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.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 [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) Waterford 9.6/10 Exceptional (282 reviews) "Beatiful Location Reasonable Rates Great Breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert CA $191 CA $218 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Snuggery)](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/af2498b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f0afdbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/80e06b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) Charles Town 8.6/10 Excellent (674 reviews) "Wonderful staff, and fall cottage was lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henrik CA $211 CA $271 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/ce791050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/e1c7eae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118050000/118043900/118043808/24c1efe8.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 [](https://www.expedia.ca/Boonsboro-Hotels-Dandelion-In-The-Heart-Of-Boonsboro.h118043808.Hotel-Information) Boonsboro 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan H. CA $155 CA $193 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Boonsboro-Hotels-Dandelion-In-The-Heart-Of-Boonsboro.h118043808.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/f4cdce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Hot Tub, Garden View](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/686105c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/827ae686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/170acaf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) Lovettsville 9.6/10 Exceptional (96 reviews) "The breakfast was fabulous and the room great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHEL CA $262 CA $299 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/1bc79cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Generals Quarters | In-room dining](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/f1573b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/7ac2ee7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2660000/2655900/2655822/0a86bb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Overlook Farm [](https://www.expedia.ca/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information) Keedysville 10/10 Exceptional (221 reviews) "My boyfriend and I really enjoyed our stay at Antietam Overlook Farm! We had never stayed at a bed and breakfast prior to this trip which made it a cool and unique experience to have our first experience here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $307 CA $371 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Hagerstown-Hotels-Antietam-Overlook-Farm.h2655822.Hotel-Information) ![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) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/9f35e0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/d71a2ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/22000000/21890000/21884300/21884253/1f089576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hollerstown Hill Bed and Breakfast [](https://www.expedia.ca/Frederick-Hotels-Hollerstown-Hill-Bed-And-Breakfast.h21884253.Hotel-Information) Frederick 9.6/10 Exceptional (96 reviews) "Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $306 CA $325 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Frederick-Hotels-Hollerstown-Hill-Bed-And-Breakfast.h21884253.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/7918f369.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) ![Lake](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/8d2e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/719b38c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill [](https://www.expedia.ca/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) Purcellville 9.2/10 Wonderful (7 reviews) "House and property are absolutely beautiful. Staff are amazing and super friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $559 CA $638 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.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 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn-Country-Manor-With-Breathtaking-Gardens-And-Event.h63853807.Hotel-Information) Lovettsville 10/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Lukas D. CA $15,733 CA $20,181 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Lovettsville-Hotels-Stone-Manor-Boutique-Inn-Country-Manor-With-Breathtaking-Gardens-And-Event.h63853807.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.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 Carriage Inn B&B [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (441 reviews) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $219 CA $248 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.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=2026-03-07&endDate=2026-03-08®ionId=56114&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_56114) ![](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](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 10/10 Excellent "Yes " [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Staff were very courteous " [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Holiday Inn Express & Suites Clear Spring by IHG](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/304b71cc_y.jpg) ### Holiday Inn Express & Suites Clear Spring by IHG 10/10 Excellent "Everything was clean in the room, but it was very hot to sleep in (the thermostat was set at 70 degrees when we walked in). We turned the heat off, thinking that would help, but then turned on the A/C and set it at 68, but it remained hot - too hot to sleep. I told the front desk and they said that the 3rd floor is hot. I will remember to request a lower floor next time. All staff are very nice, helpful, and pleasant. Breakfast is a bonus! I wish the pancake machine was working! Its my favorite breakfast item at Holiday Inn Express." [](https://expedia.ca/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information) ![Home2 Suites by Hilton Martinsburg, WV](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/16e5d3ed_y.jpg) ### Home2 Suites by Hilton Martinsburg, WV 10/10 Excellent "Nice staff, clean, pleasant stay." [](https://expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Everything exceeded expectations! " [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Hampton Inn & Suites Frederick-Fort Detrick](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273_y.jpg) ### Hampton Inn & Suites Frederick-Fort Detrick 10/10 Excellent "Clean room, friendly staff and loved the Spanish music during morning breakfast." [](https://expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg) ### SpringHill Suites by Marriott Frederick 10/10 Excellent "The room was great and Victoria was very welcoming and accommodating when we checked in. The only thing I’d suggest is much softer towels - the wash cloth was extra rough. Beyond that, it was an excellent stay. " [](https://expedia.ca/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Clean. Staff is very nice and helpful. " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Hillside Inn & Suite](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg) ### Hillside Inn & Suite 10/10 Excellent "I usually get itchy eyes and a runny nose due to my allergies when I stay in a hotel. No problem here! The room was very clean and comfortable. The refrigerator was larger than most with a working freezer to store my ice packs. I travel with food to accommodate my dietary needs." [](https://expedia.ca/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ## Find out more about Shepherdstown ## Shepherdstown B&B information | Number of reviews | 1,095 | | ----------------- | ---------- | | Accommodation | 17 B&B | | Lowest Price | CA $193 | | Highest Price | CA $20,181 | ## Frequently asked questions ### Searching for B&Bs in Shepherdstown? ### How do you know if a B&B is the best choice for your stay? ### What are the best bed and breakfasts in Shepherdstown? ### When should I stay at a B&B in Shepherdstown? ### What is there to do in Shepherdstown? ### How can I get to and around Shepherdstown? ## 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) - 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