Title: Book the Best Hotels with POOL in Sudlersville in 2025 | Expedia.ca [Hotels in Sudlersville](https://expedia.ca/Sudlersville-Hotels.d6359188.Travel-Guide-Hotels)[Vacation Rentals in Sudlersville](https://expedia.ca/Sudlersville-Vacation-Rentals.d6359188.Travel-Guide-VacationRentals)[Sudlersville Car Rentals](https://expedia.ca/Car-Rentals-In-Sudlersville.d6359188.Car-Rental-Guide)[Sudlersville Vacation Packages](https://expedia.ca/Sudlersville.d6359188.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Sudlersville, MD from CA $132 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sudlersville Hotels with a Pool Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6359188&startDate=2025-10-09&endDate=2025-10-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6359188&startDate=2025-10-10&endDate=2025-10-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6359188&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6359188&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sudlersville Hotels with a Pool ![Pool](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/13d9abf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/bf6c1b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/952fef86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/688e056a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Bay Harbor View in a central location to events/restaurants Rock Hall CA $251 CA $303 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Rock-Hall-Hotels-Chesapeake-Bay-Harbor-View-In-A-Central-Location-To-Eventsrestaurants.h121084764.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/75d0b097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, dinner, brunch served; Italian cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/627f8961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, dinner, brunch served; Italian cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/6194bcdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bally's Dover Casino Resort Dover 8.8/10 Excellent (3167) "Enjoyed our stay" CA $99 CA $137 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/5ce1d09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/1357f040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/d6298f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Dover 8.8/10 Excellent (1002) "Location very convenient to shopping and res" CA $128 CA $142 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/791afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/879c8a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/a0c80d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/53ee3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Middletown Middletown 9.2/10 Wonderful (290) "Friendly staff, comfortable bed and clean room " CA $146 CA $163 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2120000/2115100/2115064/d83a3b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2120000/2115100/2115064/06272618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2120000/2115100/2115064/ea706379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2120000/2115100/2115064/e37ca31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn And Suites Dover 8.4/10 Very good (1003) "Nathan or Nate was professional, efficient and polite at the front desk." CA $131 CA $146 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Dover-Hotels-Sleep-Inn-And-Suites.h2115064.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/197f84f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/eb92d4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/286149bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/600000/597800/597727/2f695952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Dover by IHG Dover 8.8/10 Excellent (1002) "We stay here every year and love it. Rooms are really spacious and clean. " CA $133 CA $147 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/128f221c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/0669e46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/ba82ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/dc410dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Middletown by IHG Middletown 9.2/10 Wonderful (626) "Check in staff was awesome!" CA $144 CA $160 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/73c245f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/e0530621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/w3837h2557x3y3-582029e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 16.00 per person)](https://images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/eab21539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Dover Dover 8.8/10 Excellent (1001) "Great staff n facility " CA $148 CA $164 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Dover-Hotels-Hilton-Garden-Inn-Dover.h2232384.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/13e75c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/6c366c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Non Smoking, Refrigerator](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/c82fa4bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Dover Dover 8.6/10 Excellent (974) "Clean room, nice check in, easy parking and good breakfast." CA $144 CA $160 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information) ![Room, 1 King Bed with Sofa bed, Marina View](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/3449c94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/01b06110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/b3c72334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, sun loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/2b5c3ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Great Oak Landing Chestertown 7.8/10 Good (70) "Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!" CA $185 CA $211 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.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=2025-10-23&endDate=2025-10-24®ionId=6359188&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Sudlersville Hotel Reviews ![Holiday Inn Express Hotel & Suites Dover by IHG](//images.trvl-media.com/lodging/1000000/600000/597800/597727/6d0ff772_y.jpg) ### Holiday Inn Express Hotel & Suites Dover by IHG 10/10 Excellent "Breakfast options were far better, with many choices, hot food, fresh ground coffee. Shower stream was strong and quickly warm. Very quiet surroundings. Great to be able to have our dog with us." [](https://expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![Hilton Garden Inn Dover](//images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/eab21539_y.jpg) ### Hilton Garden Inn Dover 10/10 Excellent "Great staff n facility " [](https://expedia.ca/Dover-Hotels-Hilton-Garden-Inn-Dover.h2232384.Hotel-Information) ![Comfort Suites Dover](//images.trvl-media.com/lodging/1000000/50000/42300/42248/7377e77e_y.jpg) ### Comfort Suites Dover 10/10 Excellent "Quite Clean Good Price " [](https://expedia.ca/Dover-Hotels-Comfort-Suites-Dover.h42248.Hotel-Information) ![Hampton Inn Dover](//images.trvl-media.com/lodging/1000000/40000/34500/34429/8eb0188e_y.jpg) ### Hampton Inn Dover 10/10 Excellent "Shops nearby, easy to find, clean room and friendly staff." [](https://expedia.ca/Dover-Hotels-Hampton-Inn-Dover.h34429.Hotel-Information) ![Bally's Dover Casino Resort](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "This was my first time staying here and will definitely be coming back! Thank you!" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Comfort Inn & Suites Chestertown](//images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46_y.jpg) ### Comfort Inn & Suites Chestertown 10/10 Excellent "Nice hotel" [](https://expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Great" [](https://expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information) ![Fairfield Inn & Suites by Marriott Dover](//images.trvl-media.com/lodging/1000000/870000/861200/861129/12a29024_y.jpg) ### Fairfield Inn & Suites by Marriott Dover 10/10 Excellent "Stag was amazing " [](https://expedia.ca/Dover-Hotels-Fairfield-Inn-Suites-By-Marriott-Dover.h861129.Hotel-Information) ![Red Roof Inn & Suites Chestertown](//images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737_y.jpg) ### Red Roof Inn & Suites Chestertown 10/10 Excellent "Room temperature was good. Room was also very spacious and clean. " [](https://expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Sudlersville? > [Bally's Dover Casino Resort](https://www.expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information): Hotel steps from Dover Downs Casino. Features 5 restaurants, an indoor pool, and 5 bars. [Comfort Inn & Suites](https://www.expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information): Hotel located near Dover Downs Casino. Offers buffet, an indoor pool, and complimentary wired internet access. [Microtel Inn & Suites by Wyndham Dover](https://www.expedia.ca/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Dover.h1509695.Hotel-Information): Offers buffet, a seasonal outdoor pool, and free self parking. [Red Roof Inn & Suites Dover Downtown](https://www.expedia.ca/Dover-Hotels-Red-Roof-Inn-Suites-Dover-Downtown.h887960.Hotel-Information): Hotel located near Dover Downs Casino. Features buffet, an outdoor pool, and free self parking. [Quality Inn](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information): Offers buffet, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Sudlersville? > Enjoy a stroll along the shore at Betterton Beach and Earle Landing. Discover sights such as Tilmon's Island Winery during your stay. ### When is the best time to book a hotel with a pool in Sudlersville? > You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Sudlersville in the hottest months of July, August, or June when the average temperature is 74°F. 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