Title: The Best Shepherdstown Hotels with Pools from $99 - 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 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) Tomorrow [Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-15&endDate=2026-03-16&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) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=56114&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shepherdstown hotels with a pool ![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) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69330000/69329500/69329405/796f3819.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) ![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) ![Cabin | 2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/116000000/115500000/115492200/115492112/f3be2b4a.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) ### 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 $255 nightly $264 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-2-Bedroom-Cabin-Hot-Tub-Fireplace-PS5.h115492112.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) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/38c13d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/46c6647f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Charles Town by IHG [](https://www.expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) Charles Town 9.2/10 Wonderful (1,000 reviews) "Clean room nice staff and very convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly $99 nightly $112 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/08ca506f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/0b15c0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/c4716526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/a42fddfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Martinsburg, WV [](https://www.expedia.com/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information) Martinsburg 9.8/10 Exceptional (533 reviews) "Clean, nice people and good breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shayla $106 nightly $120 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/38c73861.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, sun loungers](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/952d61a7.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/4c732077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/0c95ca9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Frederick-Fort Detrick [](https://www.expedia.com/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) Frederick 8.8/10 Excellent (1,003 reviews) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $114 nightly $127 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113620000/113614000/113613967/220f8a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/114000000/113620000/113614000/113613967/41f1c280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/114000000/113620000/113614000/113613967/3a8c6fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113620000/113614000/113613967/08e5d95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 Bedroom Cabin Fits up to 10 Guests! [](https://www.expedia.com/Hedgesville-Hotels-Cozy-3-Bedroom-Cabin-Perfect-For-A-Family-Getaway.h113613967.Hotel-Information) The Woods 10/10 Exceptional (7 reviews) "Great for our weekend getaway. Had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele G. $375 nightly $417 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Cozy-3-Bedroom-Cabin-Perfect-For-A-Family-Getaway.h113613967.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435021/ecc1de49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435021/d8b164bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435021/c217c790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/112000000/111440000/111435100/111435021/63752197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireplace, Fire Pit, Deck, WiFi & Pool Access [](https://www.expedia.com/Hedgesville-Hotels-Loft-W-Fireplace.h111435021.Hotel-Information) The Woods 8.0/10 Very Good (2 reviews) "Our family had a lovely time! The house was very clean, super comfortable, and well furnished. Everything felt very new, thoughtful and well selected. The kitchen was well appointed with plenty of pots and pans, cutting boards, cooking utensils, etc. The only thing lacking was a can opener.The screened in porch and hot tub were both incredible additions!We even journeyed down to the creek and found lots of fun mushrooms and crawfish.Would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue S. $304 nightly $328 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Hedgesville-Hotels-Loft-W-Fireplace.h111435021.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/a2185a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/e184868d.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) ### 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 (1,229 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 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/682637e6.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) ### 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 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.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=2026-03-28&endDate=2026-03-29®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 ![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 10/10 Excellent "Clean room, friendly staff, hot water in the bathroom, quiet, breakfast good" [](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 10/10 Excellent "The staff was super friendly and very accommodating!" [](https://expedia.com/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.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 "Clean room. Pleasant staff. Felt welcome upon entering hotel. Greeted by desk clerk immediately. Enjoyed stay and will stay again when in area." [](https://expedia.com/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![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) ![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) ## 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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