Title: The Best Shepherdstown Hotels with Pools from $87 - Hotels with indoor pools in Shepherdstown, WV | Expedia.com [Shepherdstown Travel Guide](https://expedia.com/Shepherdstown.dx56114)[Hotels in Shepherdstown](https://expedia.com/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.com/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Flights to Shepherdstown](https://expedia.com/Cheap-Flights-To-Shepherdstown.d56114.Travel-Guide-Flights)[Car Rentals in Shepherdstown](https://expedia.com/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide)[Shepherdstown Vacation Packages](https://expedia.com/Shepherdstown.d56114.Destination-Travel-Guides) ![Shepherdstown featuring heritage architecture and an administrative buidling](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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-14&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shepherdstown hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/abe75a83.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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/0634a189.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.com/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. $310 nightly $329 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ec2efbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/26679b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/579e9981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Charles Town [](https://www.expedia.com/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) Charles Town 9.4/10 Exceptional (1,001 reviews) "Room was nice, breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kKathryn $122 nightly $137 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![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) ![Indoor pool](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/d2a49e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/6d9b6007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/2c8d812d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy w Fireplace, Fire Pit, Wifi & Pool Access [](https://www.expedia.com/Hedgesville-Hotels-Stocked-Kitchen-W-Fireplace-And-Opt-Pool-Access.h69329405.Hotel-Information) The Woods 9.8/10 Exceptional (59 reviews) "The house is a bit on the campy side and provided the basic necessities. The oven put out alot of foul smelling smoke when attempted to bake salmon (notified Blue Maple). The sports center and pools made the trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack k. $344 nightly $373 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Stocked-Kitchen-W-Fireplace-And-Opt-Pool-Access.h69329405.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/fa7cba31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/34c3bf25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/8d8c27be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country! [](https://www.expedia.com/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) Hamilton 9.8/10 Exceptional (12 reviews) "Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine M. $344 nightly $392 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/5faebdc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/7da04735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/bcd9f0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/a2185a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Hagerstown, MD [](https://www.expedia.com/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) Hagerstown 8.6/10 Excellent (1,228 reviews) "We’ve stayed here several times and each time the property and our rooms are always clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $88 nightly $99 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/9a0a9954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/8f8f9d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/b41b77c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking | Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/c4674049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Aikens Center [](https://www.expedia.com/Martinsburg-Hotels-Comfort-Inn-Aikens-Center.h1971.Hotel-Information) Martinsburg 9.0/10 Wonderful (1,000 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $78 nightly $87 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Comfort-Inn-Aikens-Center.h1971.Hotel-Information) ![2 outdoor pools](https://images.trvl-media.com/lodging/116000000/115500000/115492200/115492112/29068816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115500000/115492200/115492112/a6e881ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115500000/115492200/115492112/2072ded3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115500000/115492200/115492112/3549fcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bedroom cabin Hot tub Fireplace PS5 [](https://www.expedia.com/Hedgesville-Hotels-2-Bedroom-Cabin-Hot-Tub-Fireplace-PS5.h115492112.Hotel-Information) The Woods 9.4/10 Exceptional (3 reviews) "Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris $271 nightly $281 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-2-Bedroom-Cabin-Hot-Tub-Fireplace-PS5.h115492112.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/1772b2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/ba43674a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/8fbe65f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/0895b239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Hagerstown [](https://www.expedia.com/Hagerstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Hagerstown.h74089042.Hotel-Information) Hagerstown 9.4/10 Exceptional (590 reviews) "Very clean, friendly host and breakfast was good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald $97 nightly $109 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Hagerstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Hagerstown.h74089042.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/636f5ae3.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) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/67555e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/8a97ffc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.com/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) Winchester 9.4/10 Exceptional (819 reviews) "Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $105 nightly $114 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/9ae60e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/bf55f3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/5151043c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/75579722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clear Spring by IHG [](https://www.expedia.com/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information) Clear Spring 8.4/10 Very Good (1,001 reviews) "Very accommodating staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maya $82 nightly $92 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.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.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=56114&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Shepherdstown Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_56114) ## Top Shepherdstown Hotel Reviews ![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6e2ddf4e_y.jpg) ### Hilton Garden Inn Frederick 8/10 Good "The room and beds were clean and very comfortable " [](https://expedia.com/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Nice place to stay. " [](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg) ### Best Western Historic Frederick 8/10 Good " Nice hotel for a stay close to downtown. The staff are friendly and caring and the breakfast is above average. " [](https://expedia.com/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.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 "Good breakfast, good parking, convenient to the interstate." [](https://expedia.com/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "The shuttle to anywhere in a 2 mile radius was a real bonus! Best yet, the shuttle was "on demand" and we walked right on it once and had a very short wait for the return trip. The breakfast buffet was plentiful for a good start to the morning! We enjoyed our short stay and likely will be back!" [](https://expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![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 6/10 Okay "Not much of a breakfast selection. Elevators were left uncleaned after the swimmers, grounds are dated. Staff was great and the room was very good. Acceptable for a quick over night stsy" [](https://expedia.com/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.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 8/10 Good "All good " [](https://expedia.com/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Shepherdstown cost? ### What are some of the best Shepherdstown hotels with outdoor pools and scenic views? > Beyond the pool, the Bavarian Inn offers spacious balconies and patios, allowing families to soak in the stunning scenery right from their accommodations. Whether you're enjoying a refreshing dip or relaxing with a drink in hand, the picturesque setting creates a great backdrop for quality family time or a tranquil getaway. ### Which Shepherdstown hotels offer poolside service for food and drinks? > One of the standout amenities at the Bavarian Inn is its poolside bar, where guests can enjoy refreshing beverages and light snacks without having to leave the comfort of their lounge chairs. This convenience makes it an excellent choice for families seeking a fun day by the pool while enjoying quality service. > > > With spacious balconies and patios available in many rooms, you can also take in the beautiful surroundings and unwind after a day of adventure. ### Are there hotels with outdoor pools that are close to Chesapeake and Ohio Canal? > Located conveniently close to the Chesapeake and Ohio Canal, this hotel provides an ideal base for exploring the area's scenic beauty. The spacious balconies and patios in the rooms allow for peaceful moments while soaking in the stunning views of the surroundings. ### Is it cheaper to book flights and a Shepherdstown hotel with a pool as a package? ### How can I save on a Shepherdstown hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Hotels near Shepherdstown Visitors Center ](https://www.expedia.com/Shepherdstown-Visitors-Center-Hotels.0-l553248621561196354-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherdstown Museum ](https://www.expedia.com/Shepherdstown-Museum-Hotels.0-l553248621532662479-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherdstown Opera House ](https://www.expedia.com/Shepherdstown-Opera-House-Hotels.0-l553248621532662480-0.Travel-Guide-Filter-Hotels) - [Hotels near Shepherd University ](https://www.expedia.com/Shepherd-University-Hotels.0-l553248621558642403-0.Travel-Guide-Filter-Hotels) - 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