Title: Book the Best HISTORIC Hotels in Shepherdstown in 2026 | 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 availability on Shepherdstown Historic Hotels Tonight [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-22&endDate=2026-01-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shepherdstown historic hotels ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.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) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/e91ea1b1.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) ### ❤️ 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 (70 reviews) "This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaleb C CA $55 CA $145 total includes taxes & fees Feb 2 - Feb 3 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/32fd5270.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 (111 reviews) "I’ve stayed here and will absolutely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine M. CA $125 CA $290 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/3a9782c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/286a3bf3.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 (124 reviews) "We were very pleased with our stay. We enjoyed the privacy and the house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine B. CA $143 CA $228 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/ec99cdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/7d397421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/e3d29e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/4ff3ee3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best location! Baltimore Suite @ historic 1799 Inn [](https://www.expedia.ca/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information) Harpers Ferry 9.6/10 Exceptional (11 reviews) "Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew R. CA $180 CA $305 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.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) ![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) ![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.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 (93 reviews) "The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $125 CA $312 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/6b0e3c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/7315a669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, offices](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/cd7d0472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/e03b07bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Cottage, walk to Downtown Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Enchanting-Cottage.h71517453.Hotel-Information) Harpers Ferry 9.6/10 Exceptional (45 reviews) "Prime location for all things in Harpers Ferry!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette K. CA $188 CA $371 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Enchanting-Cottage.h71517453.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/9787d638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/f90292f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/c177c1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/e657b1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) Myersville 9.4/10 Exceptional (111 reviews) "Farm house was roomy and clean and had a lot of amenities to make our stay comfortable (shampoo, conditioner, lotion, tissues, paper towels, napkins, coffee, coffee filters, salt and pepper, various cooking utensils and pots and pans). The antiques throughout the house were impressive. Convenient place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mia S. CA $220 CA $405 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) ![](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/0ed0ba48.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) ![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) ![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 (120 reviews) "Excellent location for our family wedding weekend! We walked to all the events of the weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia L. CA $260 CA $515 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.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) ![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) ![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) ### 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 $277 CA $459 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122070000/122068100/122068036/fc209328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122068100/122068036/4fb8faf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122068100/122068036/61b63114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122070000/122068100/122068036/3e4b80aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home in Harpers Ferry National Park [](https://www.expedia.ca/Harpers-Ferry-Hotels-Historic-Home-Harpers-Ferry-National-Park.h122068036.Hotel-Information) Harpers Ferry CA $232 CA $391 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Historic-Home-Harpers-Ferry-National-Park.h122068036.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=2026-02-04&endDate=2026-02-05®ionId=56114&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## 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 "clean, easy check in/out adequate breakfast" [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.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 "Great! One night! Lots of FUN 😊" [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Quality Inn & Suites](https://images.trvl-media.com/lodging/1000000/30000/21200/21153/0711cb2c_y.jpg) ### Quality Inn & Suites 10/10 Excellent "Room has all the facilities, and which will be required for small stay. Room was clean and odour free." [](https://expedia.ca/Hagerstown-Hotels-Quality-Inn-Suites.h21153.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Staff great, breakfast great, perfect pet stop dogs loved it!" [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Quality Inn Shepherdstown](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/73207b6f_y.jpg) ### Quality Inn Shepherdstown 10/10 Excellent "Room was clean and the staff were very courteous." [](https://expedia.ca/Shepherdstown-Hotels-Quality-Inn-Shepherdstown.h474628.Hotel-Information) ![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg) ### Hampton Inn Hagerstown 10/10 Excellent "The breakfast they had was very good " [](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "The White Horse Tavern was excellent!" [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Sleep Inn Frederick - Ballenger Creek](https://images.trvl-media.com/lodging/1000000/530000/529900/529899/a247161f_y.jpg) ### Sleep Inn Frederick - Ballenger Creek 10/10 Excellent "The room was very clean and the front desk personnel was patient and understanding" [](https://expedia.ca/Frederick-Hotels-Sleep-Inn-Frederick.h529899.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 "Good breakfast selection , clean rooms" [](https://expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Shepherdstown? ### How many historically relevant hotels will I find in Shepherdstown? ### What are the top historical sites and other places to visit in Shepherdstown? ### What is a historic hotel like in Shepherdstown? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Shepherdstown have modern facilities? ## Explore a world of travel with Expedia - 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