Title: Book the Best New Windsor Ski Hotels in 2025 from CA $144 | 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) ![](https://mediaim.expedia.com/destination/2/6747dae34f8ec5459e58210202f4caed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wanderlustfemale # Find Ski Hotels in New Windsor, NY from CA $144 ![](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 Ski Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top New Windsor Ski Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/cf710d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/93b27f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7c606992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Middletown Middletown 8.6/10 Excellent (1002) "Easy check in, clean, near restaurants. We’d stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $122 CA $144 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/59004f41.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/1fb7d2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express West Point by IHG Fort Montgomery 9.2/10 Wonderful (192) "Nice hotel in a nice area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $162 CA $183 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.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) ![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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/fe94434f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/275854de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Newburgh Stewart Airport Newburgh 9.2/10 Wonderful (957) "Nice place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $180 CA $213 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/91f0a8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanlon Suite | Children's theme room](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/05c3d7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn Montgomery 9.2/10 Wonderful (137) "We had a great stay at the Bordland House Inn. The Bluebird room was great with nice historical touches that added interest to the room. It was comfy and very relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlie CA $143 CA $162 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/3c35a288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/27c83ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/74396b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/e39f1f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Middletown Middletown 9.0/10 Wonderful (738) "the room was very clean, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nyowa CA $193 CA $233 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36202057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36df0c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/f43255d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minnewaska Lodge Gardiner 9.0/10 Wonderful (505) "Lovely stay. Fantastic location by the gunks, new paltz, gardener, and Mohonk. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rakhi CA $295 CA $363 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/b3c97637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/877cc95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/24798174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dream getaway apartment in the foot of Gunks Ridge Wallkill 9.6/10 Exceptional (23) "Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harriet CA $135 CA $291 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4420f5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/70097ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/5dd44347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cfbaa2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks Kerhonkson 9.4/10 Exceptional (12) "Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick S. CA $168 CA $331 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/3a76c5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf49ff1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/6eacbc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/f4e99560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna Gardiner 10/10 Exceptional (6) "Absolutely worth it, this place is a great getaway in a dreamy spot in the woods, with everything you need to relax. Don’t forget to turn on the heated floors and hook up your tunes to the bathroom Bluetooth speaker. Thanks for a wonderful experience! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $247 CA $423 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/956d009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/774bff0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/d7732712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/f7dd1013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks Kerhonkson 10/10 Exceptional (14) "Can’t emphasize how nice the surrounding area and property itself are. Very relaxing while still being close to several small towns with great restaurants. Communication was excellent, overall a great experience! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jose f. CA $145 CA $271 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.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=2025-11-12&endDate=2025-11-13®ionId=10021&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top New Windsor Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Hampton inn newly refurbished " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. 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[Hotels with Free Airport Shuttle in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6203474-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Hotels-With-Tennis-Courts.0-n6203474-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Mountain-Hotels.0-n6203474-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Oceanfront-Hotels.0-n6203474-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Romantic-Hotel.0-n6203474-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hell's Kitchen](https://www.expedia.ca/Hells-Kitchen-New-York-Hotels-Spa-Hotel.0-n6203474-0-tSpaHotel.Travel-Guide-Filter-Hotels) - 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