Title: Book the Best HISTORIC Hotels in Shepherdstown in 2025 | 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) # Find Historic Hotels in Shepherdstown, WV from CA $148 - ![](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 [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shepherdstown Historic Hotels ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/1a9ef301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/80506691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown 10/10 Exceptional (63) "We truly loved this location and definitely will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Astrid CA $56 CA $148 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/110000000/109070000/109061400/109061376/f7ec76e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/110000000/109070000/109061400/109061376/86a08600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, free WiFi](https://images.trvl-media.com/lodging/110000000/109070000/109061400/109061376/ab622e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/110000000/109070000/109061400/109061376/39672293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Visitation Hotel Frederick, a Tribute Portfolio Hotel Downtown Frederick 8.4/10 Very good (37) "Loved the Visitation Hotel in downtown Frederick, MD. Beautiful inside and out. Walking distance to many restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $233 CA $259 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Frederick-Hotels-Visitation-HTL-Frederick-Tribute-Portfol.h109061376.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/aef6bd38.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) ![Dining](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/53e738c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 Hagerstown 10/10 Exceptional (122) "The space and location are absolutely wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean CA $146 CA $233 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/85d51081.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) ![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/009d300e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Toll House~ an historic waterfront cabin with fully fenced yard. Waynesboro 9.8/10 Exceptional (88) "Lovely little property that had everything we needed for a great weekend getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse K. CA $140 CA $333 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/538bb833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/24e9ba52.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) ### Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. Middletown 9.6/10 Exceptional (104) "Very cute cottage, filled with rustic charm. Convenient to hiking in Catoctin and restaurants in Frederick. AC worked great on a hot weekend! No door on the bathroom, just a curtain, FYI!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cate O. CA $141 CA $317 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.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) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/afee337d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7c41d2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT. Downtown Frederick 9.4/10 Exceptional (117) "We enjoyed our stay here. It was a great location, well restored, and very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meagan P. CA $198 CA $420 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/e3d29e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/0adbfc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/c79e1dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/8456a5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best location! Baltimore Suite @ historic 1799 Inn Harpers Ferry 9.6/10 Exceptional (11) "This property is the perfect location for those staying in Harpers Ferry. The accommodations were nice, and the location made it easy to explore the historic sites and businesses in Harpers Ferry. We recommend this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. CA $183 CA $313 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/db59b128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/ea8e6e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/c8f26a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/f67f3dba.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 Myersville 9.4/10 Exceptional (110) "Such a special home…cozy and filled with charm! Amazing views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul V. CA $223 CA $415 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73730000/73723300/73723262/301573f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73730000/73723300/73723262/703c3e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73730000/73723300/73723262/b5487566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/74000000/73730000/73723300/73723262/47e57d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trouvaille House Suite 2 Parisian Apartment Harpers Ferry 10/10 Exceptional (31) "Perfect for a quick getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara J M. CA $254 CA $396 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Trouvaille-House-Suite-2-Parisian-Apartment.h73723262.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 pool](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/abe75a83.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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/0634a189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Creek - Quiet 2 Bedroom Cabin Keedysville 9.4/10 Exceptional (87) "The room was very clean, easy to find, great view. Over all , we throughly enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn CA $282 CA $464 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.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=2025-11-22&endDate=2025-11-23®ionId=56114&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Shepherdstown Hotel Reviews ![Quality Inn](//images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg) ### Quality Inn 10/10 Excellent "YES PARKING WAS SAFT" [](https://expedia.ca/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information) ![Hampton Inn Martinsburg](//images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "The good service " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![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 "Room was very clean! Front desk was friendly 😀" [](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 "The staff onsite was amazing, friendly and check-in was quick. I will being staying here every time I am in the area. " [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.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 "breakfast " [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Quality Inn & Suites](//images.trvl-media.com/lodging/1000000/30000/27800/27753/d4ef746f_y.jpg) ### Quality Inn & Suites 10/10 Excellent "Great staff, nice clean room" [](https://expedia.ca/Martinsburg-Hotels-Quality-Inn-Suites.h27753.Hotel-Information) ![Hampton Inn & Suites Charles Town](//images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg) ### Hampton Inn & Suites Charles Town 10/10 Excellent "Room was excellent. Location was great. Convenient to stores and restaurants. I will be making this hotel my go to Whf " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Country Inn & Suites by Radisson, Hagerstown, MD](//images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/31529ad2_y.jpg) ### Country Inn & Suites by Radisson, Hagerstown, MD 10/10 Excellent "The facilities were all clean and well kept. We used the swimming pool which was in wonderful condition. The room, hallways, and even the elevator were clean and attractive. It was an excellent facility and the staff were very responsive and caring. " [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.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 "Very nice room / staff Would recommend " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Shepherdstown? > A trip to the significant historical sites in Shepherdstown is likely first on your travel itinerary. Why not appreciate the riverfront during your visit? ### How many historically relevant hotels will I find in Shepherdstown? > Shepherdstown is home to 22 hotel accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the top historical sites and other places to visit in Shepherdstown? > Shepherdstown is notable for landmarks like Shepherdstown Historic District. Cultural venues include Shepherdstown Opera House and Shepherdstown Museum. A couple of additional sights to add to your agenda are Shepherdstown Visitors Center and Cress Creek Golf Club. ### What is a historic hotel like in Shepherdstown? > When you book a historic hotel, you'll stay in a place that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of such hotels in Shepherdstown, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > The two are similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasize the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value that the place has and how it inspired the surrounding community. ### Do historic hotels in Shepherdstown have modern facilities? > Yes, efforts are made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Tourists who book a stay should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. 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