Title: Book the Best Hotels with POOL in Shepherdstown in 2026 | 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 Hotels with a Pool in Shepherdstown, WV from CA $91 - ![](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 [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shepherdstown hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/84e63605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/878c91bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/e6df8eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Martinsburg [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) Martinsburg 8.6/10 Excellent (1002) "Front desk was very considerate and friendly. Hotel was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barry CA $115 CA $130 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.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) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/ed27c4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119830000/119821500/119821407/f3ba9a9b.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) ### Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities [](https://www.expedia.ca/Hedgesville-Hotels-Hot-Tub.h119821407.Hotel-Information) The Woods 10/10 Exceptional (2) "Weston was very welcoming and was prompt to answer any questions leading up to the trip. The home was clean and cozy. Although we didn’t use them due to weather, we enjoyed having the option to use the hot tub and fire pit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaclyn K. CA $67 CA $362 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hedgesville-Hotels-Hot-Tub.h119821407.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/74d0f134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible (Mobil Tub)](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/f5b5dfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2720000/2710600/2710513/4ffb0185.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.ca/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information) Clear Spring 8.4/10 Very good (1000) "Clean, neat, convenient, easy check-in and check-out, and very good breakfast spread!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $108 CA $121 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/10e56aa4.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) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/5ff697f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Frederick [](https://www.expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) Frederick 8.6/10 Excellent (1003) "friendly staff at check in quiet hotel great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $122 CA $135 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.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) ![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) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/75fa7cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) Harpers Ferry 7.8/10 Good (1001) "Very nice people in the front desk" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ximena CA $124 CA $138 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.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/43000000/42550000/42543800/42543772/164a5d2b.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) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) Winchester 9.4/10 Exceptional (775) "The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolanda CA $148 CA $161 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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) ![Coffee shop](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/cef943d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57610000/57604700/57604643/16e5d3ed.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) ### Home2 Suites by Hilton Martinsburg, WV [](https://www.expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information) Martinsburg 9.8/10 Exceptional (500) "The staff was so friendly! The beds were very comfortable and the room was vary spacious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doris CA $137 CA $155 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Martinsburg-Hotels-Home2-Suites-By-Hilton-Martinsburg.h57604643.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/8216b957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/578b0dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2000/1971/a83e6326.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) ### Comfort Inn Aikens Center [](https://www.expedia.ca/Martinsburg-Hotels-Comfort-Inn-Aikens-Center.h1971.Hotel-Information) Martinsburg 9.0/10 Wonderful (1000) "Nice rooms, good breakfast and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $105 CA $117 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Martinsburg-Hotels-Comfort-Inn-Aikens-Center.h1971.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) ![Breakfast (USD 10.95 per person)](https://images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/094f5e6f.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) ![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) ### Hilton Garden Inn Martinsburg [](https://www.expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information) Martinsburg 9.2/10 Wonderful (746) "Yes, excellent stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan CA $132 CA $148 total includes taxes & fees Dec 17 - Dec 18 [](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) ![In-room safe, desk, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/5af4bff3.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) ### Days Inn by Wyndham Frederick [](https://www.expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information) Frederick 7.2/10 Good (1002) "Todo excelente " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Alicia CA $82 CA $91 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.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=2025-12-24&endDate=2025-12-25®ionId=56114&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Shepherdstown Hotel Reviews ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Everything was great" [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Front desk was very considerate and friendly. Hotel was very clean. " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Country Inn & Suites by Radisson, Hagerstown, MD](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/31529ad2_y.jpg) ### Country Inn & Suites by Radisson, Hagerstown, MD 10/10 Excellent "Getting to the hotel was a little confusing as it is deep in a shopping center, but once we arrived everything was wonderful. Everything was spotless, service was kind and enthusiastic, breakfast was great, and the entire stay was pleasant and smooth." [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.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 "We did not stay for breakfast " [](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "Very nice people in the front desk" [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Room was very clean. Staff was professional and courteous." [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.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 room was spotless and the staff was very courteous and professional. " [](https://expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information) ![Hampton Inn & Suites Charles Town](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg) ### Hampton Inn & Suites Charles Town 10/10 Excellent "The front desk staff was very friendly " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Days Inn by Wyndham Frederick](https://images.trvl-media.com/lodging/1000000/20000/13000/12946/5af4bff3_y.jpg) ### Days Inn by Wyndham Frederick 10/10 Excellent "The rooms was real clean, up-to-date, furnishings, comfortable beds, and the staff was very helpful and polite" [](https://expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Shepherdstown with outdoor pools? > The resort also features a variety of sun loungers and umbrellas, providing a comfortable space for families to enjoy their time together. Each room comes with a private balcony or patio, allowing parents to savor the beautiful views while keeping an eye on their children splashing in the pool. ### 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? > At the Bavarian Inn, you can unwind by the resort-style pool, complete with a poolside bar, sun loungers, and umbrellas for those sunny days. Imagine sipping a refreshing drink while the kids splash around in the inviting water. Additionally, many rooms come equipped with cozy balconies or patios, providing the great spot to soak in the beautiful surroundings after a day of exploring. > > > With an excellent traveller rating of 8.8, the Bavarian Inn combines quality and convenience, making it an excellent choice for families looking for both relaxation and adventure in the heart of West Virginia. ### Which Shepherdstown hotels offer poolside service for food and drinks? > The hotel features a lovely resort-style pool, complemented by a picturesque patio and balconies that provide stunning views of the surroundings. With a traveller rating of 8.8, the Bavarian Inn stands out for its combination of relaxation and convenience, making it an ideal choice for travellers. ### Are there hotels with outdoor pools that are close to Chesapeake and Ohio Canal? > Nestled near the scenic Chesapeake and Ohio Canal, the Bavarian Inn features lovely patios and balconies that provide stunning views of the surrounding landscape, making it an ideal spot for families and outdoor enthusiasts alike. The resort-inclusive pool area, complete with umbrellas for shade, creates a superb environment for both relaxation and family fun. ### Is it cheaper to book flights and a hotel in Shepherdstown as a package? ### How can I save on a hotel in Shepherdstown with Expedia? ### Can I cancel my hotel reservation on Expedia? ## 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) - 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