Title: Book the Best BOUTIQUE 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)[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://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135495-Shepherdstown.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Shepherdstown, WV from CA $102 ![](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 Boutique Hotels Tonight [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-17&endDate=2025-10-18&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-18&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shepherdstown Boutique Hotels We don't have any properties that match your exact search [See all properties in Shepherdstown](https://expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01®ionId=56114&adults=2) ## Recommended hotels in Shepherdstown ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/55aabeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/e81dba29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/a0d044c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/480000/474700/474628/0342dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Shepherdstown Shepherdstown 7.8/10 Good (184) "Is was a great location for our trip " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $128 CA $143 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Shepherdstown-Hotels-Quality-Inn-Shepherdstown.h474628.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown 10/10 Exceptional (62) "We truly loved this location and definitely will be back!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Astrid CA $62 CA $154 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/70000000/69690000/69682500/69682460/32a9ddd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Floor plan](https://images.trvl-media.com/lodging/70000000/69690000/69682500/69682460/5bb6e412_edited_4e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69690000/69682500/69682460/8f8250bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/70000000/69690000/69682500/69682460/b4424dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown: Explore Shepherdstown from cozy 1br apartment Shepherdstown 9.4/10 Exceptional (16) "We were lucky to find this perfectly located place! Very clean, well-stocked with coffee in the nice kitchen, good bed. If it had reading lamps by the bed and the sofa, and more hooks/rods in the bathroom for towels, it would have been perfection. I would stay there again." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) victoria CA $169 CA $284 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Shepherdstown-Hotels-Downtown-Explore-Shepherdstown-From-Cozy-1br-Apartment.h69682460.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113640000/113638100/113638012/4a01e972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113640000/113638100/113638012/2ddc1017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113638100/113638012/82963c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113638100/113638012/f2c66a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Creekside Cottage: Downtown | Pet-Friendly Shepherdstown 10/10 Exceptional (2) "pet friendly, perfect spot in relation to downtown,,,,very quaint loved it!!!!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) BECKY H. CA $325 CA $527 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Shepherdstown-Hotels-The-Creekside-Cottage-Downtown-Pet-Friendly.h113638012.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/d8eff4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/e0f23b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/180fe4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/b0a4e945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exclusive Wooded Chalet w Magnificent River Views Shepherdstown 10/10 Exceptional (7) "This property was super nice and the property managers were super awesome and accommodating! " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Construction V. CA $383 CA $698 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Shepherdstown-Hotels-Exclusive-Wooded-Chalet-W-Magnificent-River-Views.h100931806.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/1c3b1187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/2b7b5925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/d3433d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillside Inn & Suite Martinsburg 7.6/10 Good (45) "Great staff and very friendly guests" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandor CA $91 CA $102 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22000/21975/aba79d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22000/21975/161de250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22000/21975/e6b7efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22000/21975/413f7b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Greencastle by IHG Greencastle 8.6/10 Excellent (551) "Friendly and helpful staff…very enjoyable stay!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $110 CA $122 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greencastle-Hotels-Holiday-Inn-Express-Greencastle.h21975.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/0ce58ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/e40798c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/49a0ab23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/18bfac1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Martinsburg Martinsburg 9.4/10 Exceptional (343) "Must stay here was amazing" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $137 CA $155 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Martinsburg-Hotels-Tru-By-Hilton-Martinsburg.h102710055.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/79116ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/ce4e4b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/2b57389c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Harpers Ferry 8.6/10 Excellent (1008) "Beds were super comfy and the front desk was very helpful!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $121 CA $136 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/064b0256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/ea917b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/b865fb46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Frederick, MD Frederick 8.2/10 Very good (1156) "Very close to downtown and restaurants." ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $121 CA $134 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.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=2025-10-31&endDate=2025-11-01®ionId=56114&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Shepherdstown Hotel Reviews ## Frequently asked questions ### What's there to see and do in Shepherdstown? > The historic landmarks and riverfront are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Shepherdstown include Shepherdstown Visitors Center, Shepherdstown Opera House, and Shepherdstown Museum. While you're here, you might also like to explore more of the area and take in additional sights like Cress Creek Golf Club, Antietam National Cemetery, and Antietam National Battlefield. ### What kind of weather should I plan for when I travel to Shepherdstown? > Getting an idea of what to expect from the weather in Shepherdstown will help you enjoy your stay to the fullest. 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's the best way to get to my boutique hotel in Shepherdstown? > You have a few options for traveling to and around Shepherdstown. The closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 10.1 mi (16.3 km) from the heart of the city. 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