Title: Hotels With Pool in Peekskill: Top 10 Options with Free Cancellation - Expedia.com [Peekskill Travel Guide](https://expedia.com/Peekskill.dx183704)[Hotels in Peekskill](https://expedia.com/Peekskill-Hotels.d183704.Travel-Guide-Hotels)[Vacation Rentals in Peekskill](https://expedia.com/Peekskill-Vacation-Rentals.d183704.Travel-Guide-VacationRentals)[Flights to Peekskill](https://expedia.com/Cheap-Flights-To-Peekskill.d183704.Travel-Guide-Flights)[Things to do in Peekskill](https://expedia.com/Things-To-Do-In-Peekskill.d183704.Travel-Guide-Activities)[Car Rentals in Peekskill](https://expedia.com/Car-Rentals-In-Peekskill.d183704.Car-Rental-Guide)[Peekskill Vacation Packages](https://expedia.com/Peekskill.d183704.Destination-Travel-Guides) ![View from Chateau Rive, #LoveMyTown (Peekskill)](https://images.trvl-media.com/place/183704/38558f32-1e75-4e79-b433-8c7e8937e00a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by crissibeth ![](https://images.trvl-media.com/place/183704/38558f32-1e75-4e79-b433-8c7e8937e00a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Peekskill Hotels with a Pool Tonight [Feb 28 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183704&startDate=2026-02-28&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 1 - Mar 2](https://www.expedia.com/Hotel-Search?regionId=183704&startDate=2026-03-01&endDate=2026-03-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183704&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=183704&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Peekskill hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/85527e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG [](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) Peekskill 9.2/10 Wonderful (1,000 reviews) - Luxurious indoor pool sanctuary offers year-round aquatic relaxation while overlooking Hudson Valley's scenic landscapes. $123 nightly $141 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/6eaf4dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f3942ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full breakfast for a fee on weekends](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/76ce676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa [](https://www.expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) Peekskill 9.2/10 Wonderful (240 reviews) - Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat. $373 nightly $427 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/8626bd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very Good (1,002 reviews) - Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails. $101 nightly $115 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/64788546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/308be1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/2d8c93f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) Chester 8.6/10 Excellent (1,003 reviews) - Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding. $88 nightly $104 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/407ec306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/03b916e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/76122822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/a57d093b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heidi's Inn [](https://www.expedia.com/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) Brewster 8.8/10 Excellent (822 reviews) - Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas. $129 nightly $140 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![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) ![Suite, 1 King Bed, Accessible, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.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) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point [](https://www.expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) New Windsor 8.4/10 Very Good (1,002 reviews) - Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point. $96 nightly $109 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3df08b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3c808906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/000bcb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/e34f60f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Newburgh Stewart Airport [](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) Newburgh 9.2/10 Wonderful (1,000 reviews) - Splash into year-round relaxation at this hotel's indoor swimming oasis, just minutes from Algonquin Park and local attractions. $114 nightly $135 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/40a70d08.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) ![One King Bed Studio | Living area | 55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/7a9acd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury [](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1,064 reviews) - Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets. $106 nightly $130 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/8848142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/15b760e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served, Asian cuisine](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/03994778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarrytown House Estate [](https://www.expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) Tarrytown 8.2/10 Very Good (1,004 reviews) - Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options. $146 nightly $166 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e02a568f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/f4de9a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill [](https://www.expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) Fishkill 8.6/10 Excellent (1,001 reviews) - Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district. $98 nightly $110 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.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.com/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16®ionId=183704&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Peekskill Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_183704) ## Top Peekskill Hotel Reviews ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 10/10 Excellent "Great place" [](https://expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 10/10 Excellent "Yes" [](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 10/10 Excellent "It was perfect. The room is what I expected very clean, comfortable and staff are very helpful. Would definitely come back and stay here again on a non snowy day." [](https://expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Great room, bed and cleanliness! Nice staff, warm and welcoming. " [](https://expedia.com/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Westchester Marriott](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/w3995h2667x0y0-3f6e8d0f_y.jpg) ### Westchester Marriott 10/10 Excellent "Room was big and clean. The staff was great and very helpful. " [](https://expedia.com/Tarrytown-Hotels-Westchester-Marriott.h10829.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 "Clean and great service also convenient location to the Woodbury commons outlets. " [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "Clean" [](https://expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/789126d5_y.jpg) ### Holiday Inn Express & Suites Hawthorne Elmsford North by IHG 10/10 Excellent "Spotless room and friendly staff. " [](https://expedia.com/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "Spotless & Clean as always. " [](https://expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Peekskill cost? ### What are some of the best Peekskill hotels with outdoor pools and scenic views? > Guests have praised the Abbey Inn for its friendly and attentive staff, with many noting the excellent quality of the on-site restaurant. The rooms are clean and comfortable, making it a superb retreat after a day of exploration. Additionally, the inn features a full-service spa, providing a variety of treatments for those looking to indulge in some pampering during their stay. ### Is it cheaper to book flights and a Peekskill hotel with a pool as a package? ### How can I save on a Peekskill hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Peekskill Museum ](https://www.expedia.com/Peekskill-Museum-Hotels.0-l6207702-0.Travel-Guide-Filter-Hotels) - [Hotels near Paramount Hudson Valley Theater ](https://www.expedia.com/Paramount-Hudson-Valley-Theater-Hotels.0-l6131861-0.Travel-Guide-Filter-Hotels) - [Hotels near Lincoln Depot Museum ](https://www.expedia.com/Lincoln-Depot-Museum-Hotels.0-l553248621587293694-0.Travel-Guide-Filter-Hotels) - [Hotels near Peekskill Landing Park ](https://www.expedia.com/Peekskill-Landing-Park-Hotels.0-l553248621587293692-0.Travel-Guide-Filter-Hotels) - 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[Depew Park ](https://www.expedia.com/Depew-Park-Peekskill.d553248621587293693.Vacation-Attraction) - [Peekskill Museum ](https://www.expedia.com/Peekskill-Museum-Peekskill.d6207702.Vacation-Attraction) - [Paramount Hudson Valley Theater ](https://www.expedia.com/Paramount-Hudson-Valley-Theater-Peekskill.d6131861.Vacation-Attraction) - [Peekskill Landing Park ](https://www.expedia.com/Peekskill-Landing-Park-Peekskill.d553248621587293692.Vacation-Attraction) - [Blue Mountain Reservation ](https://www.expedia.com/Blue-Mountain-Reservation-New-York.d553248621560458582.Vacation-Attraction) - [Charles Point Pier Park ](https://www.expedia.com/Charles-Point-Pier-Park-Peekskill.d553248621587293695.Vacation-Attraction) - [Visit Buchanan ](https://www.expedia.com/Buchanan.dx3000448102) - [Visit Montrose ](https://www.expedia.com/Montrose.dx3000449112) - [Visit Hudson River Valley ](https://www.expedia.com/Hudson-River-Valley.dx3000419472) - [Hudson River Valley Vacations ](https://www.expedia.com/Hudson-River-Valley.d3000419472.Destination-Travel-Guides) - 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