Title: Book the Best Hotels with POOL 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135495-Shepherdstown.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Shepherdstown, WV from CA $101 ![](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 Hotels with a Pool Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shepherdstown Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/10e56aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/5ff697f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/b4d3adf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Frederick Frederick 8.8/10 Excellent (1004) "Nice hotel, will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanequa CA $123 CA $136 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/430b62d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/0b560c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/8910bd36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/202ce6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Charles Town by IHG Charles Town 9.2/10 Wonderful (1003) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $127 CA $144 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/cba53522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/1054ff00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/627db10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town Harpers Ferry 8.0/10 Very good (1032) "Great staff. Great location. Great restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bradley CA $125 CA $140 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/952d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/1231da70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queens Studio with sofabed](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/330810f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Frederick-Fort Detrick Frederick 8.8/10 Excellent (1001) "A fine hotel will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $136 CA $151 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/e89463c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible (Roll-in Shower)](https://images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/f533df63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/cca0563f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/4c240ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Martinsburg Martinsburg 9.2/10 Wonderful (733) "Clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolanda CA $134 CA $150 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/cfa17379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/98b410d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/3ccaccc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/30a5e786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Frederick Frederick 7.2/10 Good (1002) "Todo excelente " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Alicia CA $91 CA $101 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/b4a66759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester Winchester 9.4/10 Exceptional (744) "Nice place, very quiet, comfie beds, and great staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $156 CA $170 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/032b57a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/696b628d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/7d8786a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/ed27c4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities The Woods 10/10 Exceptional (1) "It was great There is other cabins close by but most of them didn’t have anybody in them and no one bothered us " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sherry h. CA $84 CA $390 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Hedgesville-Hotels-Hot-Tub.h119821407.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/250d93ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/23424137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/7ba278f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Historic Frederick Frederick 7.8/10 Good (1002) "Totally nice room, comfy bed, accommodating staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary CA $117 CA $130 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/fa459c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/90e8efc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/c5f684d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free on-the-go breakfast on weekends](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/c4dbbd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Frederick - Ballenger Creek Frederick 8.6/10 Excellent (1001) "Staff was great and rooms clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $120 CA $134 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.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=2025-11-07&endDate=2025-11-08®ionId=56114&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Shepherdstown Hotel Reviews ![Hilton Garden Inn Frederick](//images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Very clean all around room, lobby and grounds. Easy access to interstate. " [](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 "Great stay!" [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.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 "Great staff. Great location. Great restaurant " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Comfort Inn Aikens Center](//images.trvl-media.com/lodging/1000000/10000/2000/1971/8f8f9d4c_y.jpg) ### Comfort Inn Aikens Center 10/10 Excellent "Nice one night stay. Everything is good including breakfast." [](https://expedia.ca/Martinsburg-Hotels-Comfort-Inn-Aikens-Center.h1971.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 "Very nice employees! " [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) ![Days Inn by Wyndham Frederick](//images.trvl-media.com/lodging/1000000/20000/13000/12946/5af4bff3_y.jpg) ### Days Inn by Wyndham Frederick 10/10 Excellent "Yes " [](https://expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information) ![Motel 6 Frederick, MD - Fort Detrick](//images.trvl-media.com/lodging/1000000/20000/16200/16162/66134e7a_y.jpg) ### Motel 6 Frederick, MD - Fort Detrick 10/10 Excellent "Clean rooms and parking lot. Hotel staff has zero tolerance for loitering and nonsense. " [](https://expedia.ca/Frederick-Hotels-Motel-6-Frederick.h16162.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Shepherdstown? > [Quality Inn Shepherdstown](https://www.expedia.ca/Shepherdstown-Hotels-Quality-Inn-Shepherdstown.h474628.Hotel-Information): Hotel located near Harpers Ferry National Historical Park. Provides buffet, an indoor pool, and free self parking. [Country Inn & Suites by Radisson, Frederick, MD](https://www.expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information): Features a snack bar/deli, a seasonal outdoor pool, and daily. [Clarion Inn Harpers Ferry - Charles Town](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information): Offers complimentary wired internet access, an indoor pool, and free self parking. [Days Inn by Wyndham Frederick](https://www.expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information): Features a snack bar/deli, an indoor pool, and buffet. [Hilton Garden Inn Frederick](https://www.expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information): Hotel located near Hollywood Casino at Charles Town Races. Provides buffet, an outdoor pool, and free self parking. ### What is there to see and do in Shepherdstown? > Surround yourself with nature at Morgan's Grove Park. During your stay, check out sights such as Shepherdstown Visitors Center, Shepherdstown Opera House, and Shepherdstown Museum. The riverfront and historic landmarks are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Shepherdstown? > You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Shepherdstown in the warmest months of July, August, or June when the average temp is 72°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F. ## 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) - [Lodges in Bedington](https://www.expedia.ca/Bedington-Lodges.d553248635975875967-aaLodges.Travel-Guide-Accommodation) - [Resorts in Bedington](https://www.expedia.ca/Bedington-Resort-Hotels.d553248635975875967-aaResortHotels.Travel-Guide-Accommodation) - 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