Title: Orange County Hotels with a Pool : Book the Right Hotels with a Pool Room in Orange County, New York - Expedia.ca [Orange County Hotels](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Hotel-Destinations)[Vacation Rentals in Orange County](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Vacation-Rental-Destinations)[Orange County Car Rentals](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Car-Rental-Destinations)[Orange County Vacations](https://expedia.ca/Orange-County.d553248635083901431.Destination-Travel-Guides) ![West Point Cadet Chapel, in upstate NY - open to the public daily - tours offered - beautiful!! ](https://images.trvl-media.com/place/9700/a15e9f8e-9431-4121-965f-6fb3d703bf4e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by crissibeth ![](https://images.trvl-media.com/place/9700/a15e9f8e-9431-4121-965f-6fb3d703bf4e.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 ## Top Cities in Orange County ![Newburgh showing a marina and boating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59968-Newburgh-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Newburgh [](https://expedia.ca/Newburgh-Hotels-Hotel-With-Pool.0-0-d6023343-tHotelwithPool.Travel-Guide-Filter-Hotels) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Middletown [](https://expedia.ca/Middletown-Hotels-Hotel-With-Pool.0-0-d8864-tHotelwithPool.Travel-Guide-Filter-Hotels) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Goshen [](https://expedia.ca/Goshen-Hotels-Hotel-With-Pool.0-0-d8005-tHotelwithPool.Travel-Guide-Filter-Hotels) ## Check availability on Orange County Hotels with a Pool Tonight [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-23&endDate=2026-01-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-24&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Orange-County-Hotel-With-Pool.0-0-d553248635083901431-tHotelwithPool.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Orange-County-Hotel-With-Pool.0-0-d553248635083901431-tHotelwithPool.Hotel-Filter-Destinations) ## Top Orange County Hotel Reviews ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Great staff. I will be back soon. I wanted to hike but couldn’t find were to access because the construction " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Americas Best Value Inn at Central Valley-Woodbury](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/debdefae_y.jpg) ### Americas Best Value Inn at Central Valley-Woodbury 10/10 Excellent "Cleav" [](https://expedia.ca/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information) ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "Staff was friendly and helpful. Room was clean and breakfast was a nice perk " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Hampton Inn & Suites Newburgh Stewart Airport](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3df08b3c_y.jpg) ### Hampton Inn & Suites Newburgh Stewart Airport 10/10 Excellent "Breakfast variety was nice " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "friendly staff" [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Excellent " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Howard Johnson by Wyndham Newburgh/West Point](https://images.trvl-media.com/lodging/1000000/10000/7700/7652/8a35f36a_y.jpg) ### Howard Johnson by Wyndham Newburgh/West Point 10/10 Excellent "Clean, comfortable, peaceful and staff are welcoming and friendly but not overly friendly to where you have no privacy. Great place to getaway. " [](https://expedia.ca/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information) ![West Point Motel](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/9d24a068_y.jpg) ### West Point Motel 10/10 Excellent "Easy late checkin" [](https://expedia.ca/Newburgh-Hotels-West-Point-Motel.h4290545.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "An amazing experience - the staff was excellent" [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City ](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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