Title: Book the Best Hotels with INDOOR POOL in New Windsor in 2026 | Expedia.ca [Hotels in New Windsor](https://expedia.ca/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Vacation Rentals in New Windsor](https://expedia.ca/New-Windsor-Vacation-Rentals.d10021.Travel-Guide-VacationRentals)[Things to do in New Windsor](https://expedia.ca/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[New Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-New-Windsor.d10021.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.ca/New-Windsor.d10021.Destination-Travel-Guides) ![Gloomy cloud over Storm King sunset. Landscape architecture juxtaposed in the Northeast's Autumn. #GoldenHour](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wanderlustfemale ![](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 New Windsor Hotels with an Indoor Pool Tonight [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-03-24&endDate=2026-03-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 25 - Mar 26](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-03-25&endDate=2026-03-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for New Windsor hotels with an indoor pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/cabaefdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) New Windsor 8.4/10 Very good (1,000 reviews) - Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point. CA $122 CA $138 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/e9b6c0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/0e18f638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/d51e63c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/945aae91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites Stewart Airport [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) New Windsor 9.2/10 Wonderful (1,001 reviews) - Dive into blissful relaxation at this hotel's indoor pool oasis with bubbling hot tub escape. CA $180 CA $203 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ![Free continental breakfast on weekdays](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/f7784036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Efficiency, Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/6eb13bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middletown - Goshen [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) Middletown 8.6/10 Excellent (1,003 reviews) - Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure. CA $139 CA $164 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/a9b4d40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/7df797b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton New Paltz [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) New Paltz 9.4/10 Exceptional (1,004 reviews) - Immerse in aquatic serenity at this New Paltz hotel's pristine indoor pool retreat. CA $169 CA $189 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/1fb7d2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/d8f79ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/72bbd1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/9bf42dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express West Point by IHG [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) Fort Montgomery 9.0/10 Wonderful (238 reviews) - Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park. CA $174 CA $197 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/1fe9eea3_edited_074f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/5eb61507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/7b146adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy private suite in the heart of beautiful Gardiner. [](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information) New Paltz 10/10 Exceptional (7 reviews) CA $168 CA $344 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/ba2c672f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/w5746h3937x0y5-10021cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Middletown Goshen [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) Middletown 8.6/10 Excellent (1,008 reviews) - Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions. CA $127 CA $150 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/28ad5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/ff481e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/e4abb59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Poughkeepsie / Hudson Valley [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) Crown Heights 9.0/10 Wonderful (1,005 reviews) - Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation. CA $139 CA $161 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/9631af0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Living area](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/7a9acd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1,076 reviews) - Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets. CA $145 CA $179 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/06a96230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LED TV with satellite channels, streaming services](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/cc7999bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/693279c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) Poughkeepsie 9.4/10 Exceptional (429 reviews) - Splash into year-round swimming at this hotel near Vassar College with indoor pool sanctuary. CA $145 CA $169 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.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=2026-04-07&endDate=2026-04-08®ionId=10021&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top New Windsor Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Clean room with comfortable bed and nice bathroom. Friendly staff." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Lakesha was a delightful young lady who checked me in. The stay was great. The only negative was the room next to me was full of unsupervised children who ran screaming down the hallway close to bedtime. But that was not the hotels fault. I love that there is a Starbucks in the lobby. My daughter in law worked in the restaurant during high school decades ago so I was curious to see if it was maintained well. It was a pleasant surprise to find it so clean and modern! It’s a nice place with shopping and restaurants nearby. " [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Homewood Suites Stewart Airport](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/e9b6c0b3_y.jpg) ### Homewood Suites Stewart Airport 10/10 Excellent "Staff (particularly Kathleen) was lovely " [](https://expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 8/10 Good "Parking was easy- lady at the front desk was great. Room was good " [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "We didn’t get laundry service and we didn’t touch the AC where he it was very comfortable in there. Thank you so much. We love the place and I will stay there again." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg) ### Courtyard by Marriott Middletown Goshen 10/10 Excellent "Was very clean and nice " [](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG 10/10 Excellent "Friendly staff, convenient location." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "The room is small but fairly clean. I didn’t see any stains anywhere. Bathroom has a nice size, no closet. Small cabinet with a mini fridge and tv, so the side. The staff were super nice and gave cookies when checking in. The shuttle bus was supposed to run from 9 to 9 but stopped at 5pm (the driver had left). I didn’t get to try the breakfast but they have tea and coffee in the lobby. Sugar, milk is on the table. If you don’t like the coffee, there’s dunkin and Starbucks nearby. The view is lackluster, I was looking at the highway for the most part and parking lot. Must go’s are the outlet malls which is a 10 minute drive with the stoplights. Parking is almost impossible." [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 8/10 Good "Clean room, safe and staff is courteous " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ## Frequently asked questions ### What does New Windsor have to offer as well as hotels with indoor pools? ### What are some of the best accommodations in New Windsor that offer indoor pools? ### What is there to do in New Windsor? ### Why should I choose a hotel with an indoor pool for my stay in New Windsor? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Boutique Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Boutique-Hotel.0-0-d6173904-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Cheap-Hotels.0-0-d6173904-tCheapHotels.Travel-Guide-Filter-Hotels) - 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