Title: Book the Best Hotels with POOL in Middle Island in 2026 | Expedia.ca [Middle Island Travel Guide](https://expedia.ca/Middle-Island.dx3000449083)[Hotels in Middle Island](https://expedia.ca/Middle-Island-Hotels.d3000449083.Travel-Guide-Hotels)[Vacation Rentals in Middle Island](https://expedia.ca/Middle-Island-Vacation-Rentals.d3000449083.Travel-Guide-VacationRentals)[Flights to Middle Island](https://expedia.ca/Cheap-Flights-To-Middle-Island.d3000449083.Travel-Guide-Flights)[Middle Island Car Rentals](https://expedia.ca/Car-Rentals-In-Middle-Island.d3000449083.Car-Rental-Guide)[Middle Island Vacation Packages](https://expedia.ca/Middle-Island.d3000449083.Destination-Travel-Guides) ![Lighthouse on Block Island, Rhode Island](https://images.trvl-media.com/place/3000449083/37882bf1-68e5-4a9e-b21c-b3135a5c5149.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Middle Island, NY from CA $162 - ![](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 Middle Island Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=3000449083&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=3000449083&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000449083&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000449083&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middle Island hotels with a pool ![Indoor pool, open 5:30 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/411d7754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/ef933cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/78ed0ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/880000/874700/874604/704d815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Long Island-Brookhaven [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) Farmingville 8.8/10 Excellent (1249) "Great service and rooms was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ioloa CA $142 CA $162 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Farmingville-Hotels-Hampton-Inn-Long-Island-Brookhaven.h874604.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/8d113334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/50e75934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/56d868e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (USD 11.00 per person)](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Long Island [](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) Hauppauge 8.2/10 Very good (1092) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carla Maeling CA $186 CA $212 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/56b46a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/003f8776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Long Island East End [](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) Riverhead 9.2/10 Wonderful (1002) "Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $154 CA $176 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/65c6d537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/ecf5693f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/a6b9753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/28dc0e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo East End by IHG [](https://www.expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) Riverhead 8.8/10 Excellent (1000) "The places lovely good restaurant. Nice dinner excellent complimentary breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline CA $151 CA $173 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/e64d0e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/8c42ff2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel [](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) Riverhead 9.8/10 Exceptional (372) "Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nakia CA $178 CA $204 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/4a4e8ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shopping mall](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/89eab984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/4127aa2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/1c924607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn And Spa At East Wind [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) Calverton 8.8/10 Excellent (878) "It a beautiful facility, great guest services " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $152 CA $174 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/3fa39065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/89db28cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/0d39535c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG [](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) Riverhead 8.6/10 Excellent (1004) "Nice room. Good breakfast. Nice lobby and breakfast area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $147 CA $168 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/b968b418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/cc920ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/23eb7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/w3837h2557x3y3-09bc453b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Stony Brook [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) Stony Brook 9.0/10 Wonderful (1005) "Great visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) steven CA $153 CA $175 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/2929ad60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/5e66cdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/b4b63297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1950000/1944900/1944838/04f4773b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn by Marriott Medford Long Island [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-By-Marriott-Medford-Long-Island.h1944838.Hotel-Information) Medford 8.8/10 Excellent (1002) "always an excellent stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tanya CA $160 CA $183 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Medford-Hotels-Fairfield-Inn-By-Marriott-Medford-Long-Island.h1944838.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/2ffae8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/039bea88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/ff7ccdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/f61e65f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott New York Long Island East End [](https://www.expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) Riverhead 9.0/10 Wonderful (1001) "Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary J CA $168 CA $192 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.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=2025-12-30&endDate=2025-12-31®ionId=3000449083&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Middle Island Hotel Reviews ![Jake's 58 Casino Hotel - Adult Only](https://images.trvl-media.com/lodging/1000000/30000/26700/26698/1376e262_y.jpg) ### Jake's 58 Casino Hotel - Adult Only 10/10 Excellent "Room was very clean, the staff was very accommodating and we had a wonderful time thanks to all snd have a blessed and wonderful Holiday Season " [](https://expedia.ca/Islandia-Hotels-Jakes-58-Hotel-Casino.h26698.Hotel-Information) ![Hyatt Regency Long Island](https://images.trvl-media.com/lodging/1000000/10000/3700/3668/79d8acea_y.jpg) ### Hyatt Regency Long Island 10/10 Excellent "Glad to come back this year again! " [](https://expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) ![SpringHill Suites by Marriott Long Island Brookhaven](https://images.trvl-media.com/lodging/4000000/3490000/3486700/3486603/7acf4f38_y.jpg) ### SpringHill Suites by Marriott Long Island Brookhaven 10/10 Excellent "Excellent " [](https://expedia.ca/Yaphank-Hotels-SpringHill-Suites-By-Marriott-Long-Island-Brookhaven.h3486603.Hotel-Information) ![Hampton Inn Long Island / Commack](https://images.trvl-media.com/lodging/1000000/10000/4600/4570/ef0ec16c_y.jpg) ### Hampton Inn Long Island / Commack 10/10 Excellent "Room was spotless the staff was pleasant and informative" [](https://expedia.ca/Commack-Hotels-Hampton-Inn-Long-Island-Commack.h4570.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "The breakfast had a wide variety of choices. " [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Hampton Inn Long Island/Islandia](https://images.trvl-media.com/lodging/1000000/20000/16300/16251/c2a13e12_y.jpg) ### Hampton Inn Long Island/Islandia 10/10 Excellent "The staff was courteous" [](https://expedia.ca/Islandia-Hotels-Hampton-Inn-Long-IslandIslandia.h16251.Hotel-Information) ![ Holiday Inn Express Hauppauge-Long Island](https://images.trvl-media.com/lodging/1000000/690000/687900/687847/b9a8a7cb_y.jpg) ### Holiday Inn Express Hauppauge-Long Island 10/10 Excellent "Clean, pleasant staff, nice breakfast " [](https://expedia.ca/Hauppauge-Hotels-Holiday-Inn-Express-Hauppauge.h687847.Hotel-Information) ![Residence Inn by Marriott Long Island Holtsville](https://images.trvl-media.com/lodging/2000000/1070000/1068900/1068885/w4000h2664x0y0-959171e9_y.jpg) ### Residence Inn by Marriott Long Island Holtsville 10/10 Excellent "Staff was very friendly and the room was a great size!" [](https://expedia.ca/Holtsville-Hotels-Residence-Inn-By-Marriott-Long-Island-Holtsville.h1068885.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport](https://images.trvl-media.com/lodging/2000000/1490000/1487200/1487110/912656f3_y.jpg) ### La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport 10/10 Excellent "very clean nice staff the continental breakfast was just what we needed for our early flight out of McArthur airport so close we actually walked to it" [](https://expedia.ca/Bohemia-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Islip-MacArthur-Airport.h1487110.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Middle Island? ### What is there to see and do in Middle Island? ### When is the best time to book a hotel with a pool in Middle Island? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Luxury Hotels in Brookhaven ](https://www.expedia.ca/Brookhaven-Hotels-Luxury-Hotel.0-0-d553248634999105632-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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