Title: Book the Best ROMANTIC Hotels in Shepherdstown, WV from CA $185 - Shepherdstown Romantic Getaways | 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) ![](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 availability on Shepherdstown Romantic Hotels Tonight [Apr 7 - Apr 8](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-04-07&endDate=2026-04-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Apr 8 - Apr 9](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-04-08&endDate=2026-04-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Shepherdstown romantic hotels ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9f32e90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/2fa7daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) Shepherdstown 9.8/10 Exceptional (72 reviews) "Cozy home, great location, and kind and helpful host. Would like to stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew S. CA $90 CA $185 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/b2953c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/538bb833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/49c0ce99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. [](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information) Middletown 9.6/10 Exceptional (112 reviews) "Cozy & dog friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren F. CA $111 CA $285 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/38c73861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/47ae5de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/4c9b6b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/96384341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Creek - Quiet 2 Bedroom Cabin [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) Keedysville 9.2/10 Wonderful (89 reviews) "This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lina A. CA $278 CA $462 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/55851da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/462ee4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/3a9782c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/8ccc869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) Hagerstown 10/10 Exceptional (127 reviews) "GREAT TIME WILL STAY AGAIN" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) WAYNE M. CA $157 CA $244 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/58372efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/5003b1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/06bd4484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/3a4e4875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy w Fireplace, Fire Pit, Wifi & Pool Access [](https://www.expedia.ca/Hedgesville-Hotels-Stocked-Kitchen-W-Fireplace-And-Opt-Pool-Access.h69329405.Hotel-Information) The Woods 9.8/10 Exceptional (59 reviews) "The host was very responsive whenever I texted about questions and doing a check in the day of and a check in the day of checkout. The house was beautiful and well maintained and any minor issues I had were quickly addressed. I would definitely stay at this house in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula M. CA $232 CA $559 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Hedgesville-Hotels-Stocked-Kitchen-W-Fireplace-And-Opt-Pool-Access.h69329405.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/097a0278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/ac07479b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/e3076c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Toll House\~ an historic waterfront cabin with fully fenced yard. [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) Waynesboro 9.8/10 Exceptional (99 reviews) "Had a wonderful time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse K. CA $181 CA $385 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) ![](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/0ed0ba48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/e79a9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/1c679d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT. [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) Downtown Frederick 9.4/10 Exceptional (125 reviews) "The home was a great location to explore downtown Frederick. It had everything that we needed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David J. CA $170 CA $407 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) ![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/5ed08885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/18b383ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/5fdcc830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/059eea15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Pine Tree Nest [](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.Hotel-Information) Frederick 9.4/10 Exceptional (11 reviews) "Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Morgan P. CA $111 CA $236 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/53a635a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/20d96289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/4f50b897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/6dba007a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping Clear Spring Maryland 3-Cabin Campground [](https://www.expedia.ca/Clear-Spring-Hotels-Glamping-Clear-Spring-Maryland-3-Cabin-Campground.h71005452.Hotel-Information) Clear Spring 9.8/10 Exceptional (16 reviews) "Absolutely amazing stay. Tom and Karen are amazing hosts. Cabins and property were spotless. Plenty of seating. Quiet and private and cant wait to go back again. Already planning next years weekend. Thank you for opening up your property to us all and treating us so well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher J. CA $334 CA $555 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Clear-Spring-Hotels-Glamping-Clear-Spring-Maryland-3-Cabin-Campground.h71005452.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73680000/73678600/73678593/db8d2426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/74000000/73680000/73678600/73678593/6e5fb93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73680000/73678600/73678593/cfc51eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73680000/73678600/73678593/ad03d2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Soledad Lavender Farm on the Potomac [](https://www.expedia.ca/Harpers-Ferry-Hotels-Step-Into-A-Fairy-Tale-At-This-Lavender-Farm-Guesthouse-In-Harpers-Ferry.h73678593.Hotel-Information) Harpers Ferry 10/10 Exceptional (31 reviews) "La Soledad is beautiful and within walking distance of attractions and dining." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige P. CA $417 CA $600 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Step-Into-A-Fairy-Tale-At-This-Lavender-Farm-Guesthouse-In-Harpers-Ferry.h73678593.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=2026-04-21&endDate=2026-04-22®ionId=56114&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Shepherdstown ### Shepherdstown attractions for couples Nestled along the banks of the Potomac River, Shepherdstown, West Virginia, is rich in history and natural beauty, making it a charming choice for quality-seeking travellers. Begin your adventure with a visit to the historic Shepherdstown Museum, where you can delve into the town's rich Civil War history and explore fascinating exhibits. Outdoor enthusiasts will love the nearby C&O Canal National Historical Park, offering scenic hiking and biking trails that wind alongside the river, perfect for a family day out. Don’t miss a stroll through the picturesque streets lined with unique shops and art galleries, particularly the contemporary works at the Shepherdstown Art Gallery. For a more relaxed experience, enjoy a leisurely afternoon at the Rumsey Monument, which offers stunning views of the surrounding countryside. After a day of exploration, unwind at one of the charming local inns, such as the Thomas Shepherd Inn, where you can indulge in personalised service and enjoy complimentary breakfast featuring local ingredients. The quaint atmosphere of Shepherdstown enhances your stay, providing a perfect base to create lasting memories with your loved ones. ## Top Shepherdstown Hotel Reviews ![Country Inn & Suites by Radisson, Hagerstown, MD](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/a2185a32_y.jpg) ### Country Inn & Suites by Radisson, Hagerstown, MD 10/10 Excellent "The staff was attentive and pleasant. The room was clean. The shower was hot. What else do you need? " [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Retired couple. Love this place and stop here often - great staff, breakfast and convenience. Great stay every time. " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Shepherdstown? ### When is the best time of year for a romantic getaway to Shepherdstown? ### What is there to do in Shepherdstown? ### What's the best way to get to Shepherdstown and around town during my romantic getaway? ## 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) - 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