Title: Book The Best Hotels in New Windsor, NY for 2026 from CA $123 - Fully Refundable Options - Expedia.ca [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/storm-king-art-center-new-windsor-hudson-valley-new-york-autumn-foliage-sculpture-park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wanderlustfemale # Find hotels in New Windsor, NY from CA $123 - ![](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 ## Go beyond your typical stay in New Windsor Spa [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=PETS) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=HOT_TUB) Cabin [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=CABIN) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=WATER_PARK) Villa [](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America®ionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=VILLA) ## Check prices for these dates Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for New Windsor hotels ![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) ![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) ![Suite, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.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 (1007) "It is an excellent hotel that is safe, clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine Traveling for leisure CA $125 CA $142 total includes taxes & fees Jan 1 - Jan 2, 2026 [](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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/945aae91.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) ### Homewood Suites Stewart Airport [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) New Windsor 9.2/10 Wonderful (1001) "Hotel and rooms are beautiful and very spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn Traveling with family CA $175 CA $198 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.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/80000000/79880000/79873100/79873064/b47258f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/09494c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b298f922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Gardiner 9.4/10 Exceptional (57) "Clay restaurant was beautiful— think ski lodge meets Michelin starred restaurant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea Traveling with partner CA $1,717 CA $1,983 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/35612267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d3b66550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/3c625498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![#4-Dream Catcher Suite](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/0dadf9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moondance Ridge Bed & Breakfast [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) New Paltz 9.4/10 Exceptional (78) "the bed and breakfast was such a beautiful place all around" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber Traveling with partner [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/96000000/95420000/95417200/95417155/13799822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/96000000/95420000/95417200/95417155/22f1c6a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Juniper](https://images.trvl-media.com/lodging/96000000/95420000/95417200/95417155/c921c09c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Laurel](https://images.trvl-media.com/lodging/96000000/95420000/95417200/95417155/c725b5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buttermilk Falls Inn [](https://www.expedia.ca/Milton-Hotels-Buttermilk-Falls-Inn.h95417155.Hotel-Information) Milton 9.4/10 Exceptional (41) "The spa experience was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin Traveling with partner CA $557 CA $686 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Milton-Hotels-Buttermilk-Falls-Inn.h95417155.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/383d1993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/126b99ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/a124fb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/ac02d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cromwell Manor Inn [](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information) Cornwall 9.4/10 Exceptional (94) "Room was clean and very nice with exceptional amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Traveling with family CA $339 CA $401 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information) ![Apartment, 2 Bedrooms, Balcony, Garden View | Hallway](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/a72bc3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Living area](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/9f9ca736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/634987c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Living area](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/ab9317a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5 [](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Victorian-Apartment-In-Convenient-City-Location-On-5-Acre.h95877152.Hotel-Information) Poughkeepsie 10/10 Exceptional (5) "My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $320 CA $375 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Victorian-Apartment-In-Convenient-City-Location-On-5-Acre.h95877152.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/aa7f9d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/941ff0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/7d4cc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/d05dbb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cold Spring Hotel [](https://www.expedia.ca/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.Hotel-Information) Cold Spring 8.6/10 Excellent (153) "Room is clean and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vita Traveling with partner CA $359 CA $410 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.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) ![Lobby](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/2154c327.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) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/00e54810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) Montgomery 9.2/10 Wonderful (144) "Our room was clean, comfortable, and cozy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis Traveling with partner [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/f9a6b92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Primrose) | Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/0c3a1284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dominion House Bed & Breakfast [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) Chester 9.2/10 Wonderful (233) "I loved the old-fashioned decor and rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim Traveling for leisure CA $296 CA $335 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.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) ![Lounge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/89be5318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5166d865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5ec61920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minnewaska Lodge [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) Gardiner 9.0/10 Wonderful (524) "Our room was not only charming but also spotlessly clean, a testament to the lodge's high standards." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward Traveling for leisure CA $172 CA $212 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.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/1000000/870000/860300/860232/9bf42dbe.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) ![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) ### Holiday Inn Express West Point by IHG [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) Fort Montgomery 9.2/10 Wonderful (212) "I like the clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marybel Traveling for business CA $149 CA $168 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18740000/18730700/18730652/9abaeee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/19000000/18740000/18730700/18730652/2d43522b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/19000000/18740000/18730700/18730652/7d3cf085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room](https://images.trvl-media.com/lodging/19000000/18740000/18730700/18730652/c373ef6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dutchess Inn and Spa at Beacon [](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information) Beacon 9.2/10 Wonderful (170) "The bed was super comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victor Traveling for leisure CA $378 CA $436 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.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) ### Overlook Lodge at Bear Mountain [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1001) "We also switched into the Inn the next day when a beautiful room opened up." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth Traveling with friends CA $138 CA $157 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/38f670a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Single Room, 2 Queen Beds](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/63030e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio Suite, 1 Queen Bed with Sofa bed](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/568700e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90240000/90233900/90233861/59f95fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Orange Inn Boutique Hotel [](https://www.expedia.ca/Goshen-Hotels-The-Orange-Inn-Boutique-Hotel.h90233861.Hotel-Information) Goshen 9.8/10 Exceptional (152) "Very spacious room, friendly staff, modern touches" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina CA $275 CA $339 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Goshen-Hotels-The-Orange-Inn-Boutique-Hotel.h90233861.Hotel-Information) ![Apartment, 2 Double Beds (Ground Floor) | Living area](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/0e5db960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/e88332b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/95861a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/eae584fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside Motel [](https://www.expedia.ca/Poughkeepsie-Hotels-Countryside-Motel.h11639769.Hotel-Information) Cold Spring 7.2/10 Good (263) "But the bed and covers were comfortable and I will stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pieter Traveling for leisure CA $131 CA $142 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Poughkeepsie-Hotels-Countryside-Motel.h11639769.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f3942ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) Peekskill 9.2/10 Wonderful (227) "The staff, the room, the restaurant and bar were all excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lya CA $362 CA $478 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![Sophia Suite](https://images.trvl-media.com/lodging/107000000/106410000/106407900/106407828/dd48bc26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106407900/106407828/640230be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, hydrotherapy, hot stone massages](https://images.trvl-media.com/lodging/107000000/106410000/106407900/106407828/90-5f326a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/107000000/106410000/106407900/106407828/b1f880bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Factory [](https://www.expedia.ca/Beacon-Hotels-The-Factory.h106407828.Hotel-Information) Beacon 9.8/10 Exceptional (72) "The bed and bedding were high quality and very comfortable and the furnishings as all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caran Traveling with partner CA $413 CA $476 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Beacon-Hotels-The-Factory.h106407828.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/cd833754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/6f8b7ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/202f6398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/1efec124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Fishkill near Interstate 84 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) Fishkill 9.2/10 Wonderful (1002) "Room is comfy. huge sofa/couch" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fanja Traveling with family CA $129 CA $146 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/7494afa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, desk](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/01bdf3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/b3546f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/w4000h2662x0y0-618f3f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Newburgh Stewart Airport [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Newburgh-Stewart-Airport.h42673.Hotel-Information) Newburgh 8.2/10 Very good (694) "The hotel was clean with very comfortable rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donnika Traveling for leisure CA $139 CA $164 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Newburgh-Stewart-Airport.h42673.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=2025-12-28&endDate=2025-12-29®ionId=10021&adults=2&sort=RECOMMENDED&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%2FNew-Windsor-Hotels.d10021.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNew-Windsor-Hotels.d10021.Travel-Guide-Hotels) ## Learn more about New Windsor Nestled along the Hudson River, this historic town boasts the captivating Storm King Art Centre, where massive sculptures dot rolling hills. Nearby, outdoor enthusiasts can hike the trails of Bear Mountain State Park or explore West Point's prestigious military academy. [See all hotels in New Windsor](https://www.expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29&adults=2®ionId=10021) ![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=900&h=675&p=1&q=high) Photo by Wanderlustfemale ### Stay near popular New Windsor attractions [](https://expedia.ca/National-Purple-Heart-Hall-Of-Honor-Hotels.0-l6182275-0.Travel-Guide-Filter-Hotels) #### National Purple Heart Hall of Honor You can study the exhibits at National Purple Heart Hall of Honor, a museum with a storied past, during your trip to New Windsor. You can attend a sporting event while in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6182275) [](https://expedia.ca/New-Windsor-Cantonment-State-Historic-Site-Hotels.0-l6171747-0.Travel-Guide-Filter-Hotels) #### New Windsor Cantonment State Historic Site You can find out about the history of New Windsor with a stop at New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6171747) [](https://expedia.ca/Kristi-Babcock-Memorial-Park-Hotels.0-l6182281-0.Travel-Guide-Filter-Hotels) #### Kristi Babcock Memorial Park Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6182281) [](https://expedia.ca/Knoxs-Headquarters-State-Historic-Site-Hotels.0-l553248621532664460-0.Travel-Guide-Filter-Hotels) #### Knox's Headquarters State Historic Site You can spend an afternoon exploring the galleries in Knox's Headquarters State Historic Site during your travels in New Windsor. Check out the shops and top-notch restaurants in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664460) ## More cheap stays in New Windsor ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 3423 US Highway 9W Highland NY CA $110 CA $123 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.6/10 Good! (944 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 915 Union Ave New Windsor NY CA $125 CA $142 total Jan 1 - Jan 2, 2026 includes taxes & fees 8.2/10 Very Good! (1,001 reviews) [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Poughkeepsie 2361 South Rd Poughkeepsie NY CA $126 CA $146 total Dec 26 - Dec 27 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Overlook Lodge at Bear Mountain 55 Hessian Drive Bear Mountain NY CA $138 CA $157 total Jan 14 - Jan 15, 2026 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY CA $135 CA $159 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Harriman Woodbury 60 Centre Dr Central Valley NY CA $131 CA $161 total Dec 21 - Dec 22 includes taxes & fees 9.2/10 Wonderful! (1,009 reviews) [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ## Hotels in New Windsor with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.ca/5Star-New-Windsor-Hotels.s50-0-d10021.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 4 properties [](https://expedia.ca/4Star-New-Windsor-Hotels.s40-0-d10021.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 116 properties [](https://expedia.ca/3Star-New-Windsor-Hotels.s30-0-d10021.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 126 properties [](https://expedia.ca/2Star-New-Windsor-Hotels.s20-0-d10021.Travel-Guide-Filter-Hotels) ## Find out more about New Windsor ### Top reasons to visit New Windsor - **Family-Friendly Activities:** New Windsor offers a range of attractions suitable for all ages, including parks and educational experiences. - **Historic Charm:** Explore the cobblestone streets and rich history of the area, including nearby Wilkes. - **Scenic Outdoor Spaces:** Enjoy picturesque parks and picnic areas, perfect for relaxation and outdoor fun. - **Diverse Accommodations:** Choose from pet-friendly hotels, charming bed & breakfasts, and options for all budgets. - **Proximity to Attractions:** Easily visit nearby highlights like New York and Windsor Castle for an unforgettable experience. ### Find great hotels near New Windsor Discover a range of welcoming accommodations in New Windsor, New York, perfect for every type of traveller. From pet-friendly hotels to charming bed & breakfasts, you'll find options that cater to business needs and embrace the LGBTQIA community. Whether you're searching for the best hotels or the well-known Hilton Newburgh, New Windsor offers a variety of choices to ensure a comfortable and enjoyable stay. - **[Super 8 by Wyndham Newburgh/West Point Near Stewart Airport: ](https://www.expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-NewburghWest-Point-Near-Stewart-Airport.h459793.Hotel-Information)** Ideal for business travellers, Super 8 by Wyndham offers a practical and comfortable stay just 4.8km from New Windsor. This motel features essential amenities such as a Business Centre and Meeting Room, catering to those who need to stay connected while away from home. With a straightforward yet welcoming atmosphere, guests appreciate the convenience of its location near Stewart Airport, making it an excellent choice for those travelling for work or leisure. - **[Best Western Fishkill Inn & Suites: ](https://www.expedia.ca/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information)** A welcoming 3.5-star hotel located 12.9km from New Windsor, Best Western Fishkill Inn & Suites is perfect for families, business guests, and LGBTQIA travellers. This property is affiliated with LGBTQI travel guides, ensuring an inclusive environment. It boasts a range of business amenities, including Conference Space and 24-hour Business Centre. Families will also enjoy thoughtful features like complimentary cribs for children, making it a versatile option for diverse travellers looking for comfort and convenience. - **[HYATT house Fishkill/Poughkeepsie: ](https://www.expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)** Situated 11.3km from New Windsor, HYATT house is a pet-friendly, family-oriented hotel that provides a blend of comfort and functionality. This 3-star lodging features business amenities such as multiple Meeting Rooms and a Business Centre, catering to professionals on the go. Families will find kid-friendly amenities like cribs and window guards, ensuring a safe environment for children. With a welcoming policy for pets, this hotel is an excellent choice for those travelling with furry companions. ### Where to stay near New Windsor New Windsor, New York, offers a delightful blend of family-friendly activities and historic charm. Explore the cobblestone streets and vibrant atmosphere of nearby Wilkes, where autumn colours create a picturesque backdrop. Enjoy the friendly locals as you discover the area's rich history and scenic parks, perfect for outdoor enthusiasts. Whether seeking budget-friendly options or a touch of luxury, New Windsor's welcoming vibe ensures a memorable getaway for all types of travellers. - **[Newburgh: ](https://www.expedia.ca/Newburgh-Hotels.d6023343.Travel-Guide-Hotels)** Situated a mere 3.2km from New Windsor, Newburgh is a vibrant city that offers a mix of urban charm and scenic beauty. With its rich history and picturesque waterfront along the Hudson River, visitors can immerse themselves in outdoor activities and family-friendly experiences. The city's shopping centres and historic sites provide ample exploration opportunities. Peak tourist seasons in July to August and October invite families and outdoor enthusiasts to enjoy everything from riverfront parks to local visitor centres, making Newburgh a delightful stop on your itinerary. - **[Beacon: ](https://www.expedia.ca/Beacon-Hotels.d6173904.Travel-Guide-Hotels)** Located 4.8km away from New Windsor, Beacon is a thriving city known for its artistic vibe and outdoor adventures. The city peaks in visitor arrivals from July to September, drawing families and adventure seekers alike. Beacon boasts a lively arts scene, highlighted by its theatre and access to ski fields, perfect for those looking to blend culture and activity. Enjoy the stunning views of the nearby mountains and serene lakes, alongside visits to local parks, making Beacon a must-visit for those seeking both relaxation and adventure during their vacation. - **[Fishkill: ](https://www.expedia.ca/Fishkill-Hotels.d55704.Travel-Guide-Hotels)** Just 12.9km from New Windsor, Fishkill offers a charming blend of family-friendly activities and urban conveniences. With peak visitation in June to July and September, this city is perfect for those seeking outdoor experiences and shopping excursions. Visitors can explore symbolic landmarks, a theme park, and various shopping centres, ensuring there's something for everyone. The welcoming atmosphere and accessible visitor centre make Fishkill a great addition to your travel plans, providing a delightful mix of enjoyment and exploration for the whole family. ### Things to do in and around New Windsor New Windsor is perfect for family-friendly, city-themed, and outdoor vacations. Visitors can enjoy a variety of attractions, including shopping malls and centres, as well as educational experiences. For those looking to relax, there are picturesque picnic areas to unwind in. With its blend of activities and amenities, New Windsor offers a delightful getaway for all types of tourists. **Shopping** For shopping in New Windsor, explore the local stores or venture to [Woodbury Common Premium Outlets](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Hotels.0-l6127054-0.Travel-Guide-Filter-Hotels), 19.3km away, or [Poughkeepsie Galleria](https://www.expedia.ca/Poughkeepsie-Galleria-Hotels.0-l6173957-0.Travel-Guide-Filter-Hotels), 17.7km away, if you're up for a drive. The [Old Glory Mall Shopping Center](https://www.expedia.ca/Old-Glory-Mall-Shopping-Center-Hotels.0-l553248621558038867-0.Travel-Guide-Filter-Hotels), located 20.9km away, also offers a great shopping experience. **Recreation** At [Kristi Babcock Memorial Park](https://www.expedia.ca/Kristi-Babcock-Memorial-Park-Hotels.0-l6182281-0.Travel-Guide-Filter-Hotels), immerse yourself in sports activities and enjoy the vibrant atmosphere. Nearby, the [West Point Golf Course](https://www.expedia.ca/West-Point-Golf-Course-Hotels.0-l553248621558786496-0.Travel-Guide-Filter-Hotels) offers scenic outdoor experiences perfect for golf enthusiasts. For a unique evening, attend a concert at Live At The Falcon, where you'll enjoy captivating performances in a lively setting. **Adventure** Experience a thrilling day at [SplashDown Beach](https://www.expedia.ca/SplashDown-Beach-Hotels.0-l6203288-0.Travel-Guide-Filter-Hotels), a vibrant waterpark located 12.9km from New Windsor, offering fun for the whole family. For a more adrenaline-pumping adventure, head to [Paintball Sports](https://www.expedia.ca/Paintball-Sports-Hotels.0-l553248621532664667-0.Travel-Guide-Filter-Hotels), 20.9km away, where you can engage in exciting paintball battles amidst a lively atmosphere. Explore the Esty and Hellie Stowell Trailhead, a scenic hiking trail 4.8km from New Windsor, perfect for outdoor enthusiasts who crave adventure while enjoying beautiful natural vistas. **Nightlife** Experience an enchanting evening at the [Ritz Theater](https://www.expedia.ca/Ritz-Theater-Hotels.0-l553248621558786488-0.Travel-Guide-Filter-Hotels), only 3.2km away, offering a blend of culture and romance. For a fun-filled adventure, visit [Fun Central](https://www.expedia.ca/Fun-Central-Hotels.0-l6203294-0.Travel-Guide-Filter-Hotels), 16.1km out, or enjoy a captivating show at [Eisenhower Hall Theater](https://www.expedia.ca/Eisenhower-Hall-Theater-Hotels.0-l553248621558786495-0.Travel-Guide-Filter-Hotels), 9.7km from New Windsor, perfect for family entertainment. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for New Windsor New Windsor is budget-friendly with free entry to attractions like Algonquin Park and Hudson Highlands State Park. For transport, consider walking or taking the bus to save costs. To get the best accommodation deals, visit between January and March, as these months offer lower prices compared to the summer and early fall. Book your stay on a Tuesday for greater savings and use Expedia to compare rates and find eco-friendly options. Combining your hotel, flights, and activities can also lead to significant savings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in New Windsor are January to March, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in New Windsor is Tuesday. The most expensive day to stay in New Windsor is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in New Windsor with your flights and activities through an Expedia package. ### Find the best attractions near New Windsor New Windsor is a fantastic destination for family-friendly, city-themed, and outdoor vacations, offering a variety of attractions such as national parks, urban parks, and historic houses. Visitors can immerse themselves in cultural experiences while enjoying outdoor activities. Don't miss exploring nearby New York, Windsor Castle, and the Place Windsor for a memorable trip filled with family fun and exploration. - **[Dia Beacon: ](https://www.expedia.ca/Dia-Beacon-Hotels.0-l6093761-0.Travel-Guide-Filter-Hotels)** Located 4.8km from New Windsor, Dia Beacon is a renowned contemporary art museum set in a former Nabisco box factory. The expansive gallery space showcases works by prominent artists, offering a unique cultural experience amidst its stunning architecture and serene river views. - **[United States Military Academy: ](https://www.expedia.ca/United-States-Military-Academy-Hotels.0-l6093733-0.Travel-Guide-Filter-Hotels)** Situated 12.9km away, the United States Military Academy at West Point is steeped in history and tradition. Visitors can explore the picturesque grounds, learn about the Academy's storied past, and appreciate its role in shaping American military leadership. - **[Mount Saint Mary's College Newburgh: ](https://www.expedia.ca/Mount-Saint-Marys-College-Newburgh-Hotels.0-l6182268-0.Travel-Guide-Filter-Hotels)** Just 3.2km from New Windsor, this modern college offers a vibrant campus atmosphere. With its scenic views of the Hudson River, the college provides a lively environment for students and visitors alike, reflecting the dynamic spirit of the city. ### Best time to go to New Windsor The best time to visit New Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in New Windsor falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in New Windsor falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 27.3°F (-2.6°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 29.1°F (-1.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 36.7°F (2.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 48.2°F (9.0°C) | Light Rain | Mostly Sunny | Average | Average | | May | 59.0°F (15.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.2°F (22.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 71.2°F (21.8°C) | Light Rain | Mostly Sunny | Average | Average | | September | 64.2°F (17.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 53.2°F (11.8°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 41.4°F (5.2°C) | Light Rain | Mostly Sunny | Slightly High | Average | | December | 33.4°F (0.8°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### The nearest major airports for your trip to New Windsor When planning your trip to New Windsor, New York, you have several major airports to consider. John F. Kennedy International Airport ([JFK](https://www.expedia.ca/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is located 95.0km away, with excellent hotel options like [Arlo Williamsburg](https://www.expedia.ca/New-York-Hotels-The-Williamsburg-Hotel.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.ca/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 17.7km from the airport. Newark Liberty International Airport ([EWR](https://www.expedia.ca/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is slightly closer at 88.5km, offering luxurious stays at [The Dominick](https://www.expedia.ca/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [The Wall Street Hotel](https://www.expedia.ca/New-York-Hotels-The-Wall-Street-Hotel.h55444869.Hotel-Information), both 14.5km away. Lastly, LaGuardia Airport ([LGA](https://www.expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is the nearest at 414.5km, featuring top-tier hotels such as [Virgin Hotels New York City](https://www.expedia.ca/New-York-Hotels-Virgin-Hotels-New-York-City.h87406830.Hotel-Information) and [The Mark](https://www.expedia.ca/New-York-Hotels-The-Mark.h19712.Hotel-Information), both just 8.0km away. Each airport provides convenient access to New Windsor, ensuring a smooth travel experience. ## Recent reviews of New Windsor hotels ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 5/5 Excellent "Very spacious room with great bathroom." A verified traveller stayed at Hyatt Place Poughkeepsie / Hudson Valley Posted 2 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 5/5 Excellent "Room is perfect for what it is. Clean, quiet very comfortable. " A verified traveller stayed at Holiday Inn Express Hotel & Suites Chester by IHG Posted 4 days ago [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.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 5/5 Excellent "nice bed" A verified traveller stayed at Howard Johnson by Wyndham Newburgh/West Point Posted 4 days ago [](https://expedia.ca/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 5/5 Excellent "Buisness friendly, breakfast, gym room, quiet, good customer service " A verified traveller stayed at Courtyard by Marriott Poughkeepsie Posted 6 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 5/5 Excellent "😍" A verified traveller stayed at Hampton Inn & Suites Poughkeepsie Posted 6 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg) ### Windrose On Hudson 5/5 Excellent "Clean room, staff were very welcoming" A verified traveller stayed at Windrose On Hudson Posted 6 days ago [](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 5/5 Excellent "The room and bathroom were large, clean, and so much better than I expected for the price! Staff were amazing, very friendly, welcoming and helpful! And the pool was fantastic!! I’d highly recommend Hampton Inn to anyone!" A verified traveller stayed at Hampton Inn by Hilton New Paltz Posted 6 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.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 5/5 Excellent "Very clean and the staff were great. The breakfast was good too. Second time staying there. " A verified traveller stayed at Sleep Inn & Suites Monroe - Woodbury Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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 5/5 Excellent "Clean, friendly " A verified traveller stayed at Sleep Inn & Suites Middletown - Goshen Posted 7 days ago [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ## Frequently asked questions ### Where is the best place for a stay in New Windsor? ### What's the top vacation rental in New Windsor? ### If I need to cancel my hotel reservation in New Windsor, will I receive a refund? ### What's the best hotel for a family vacation in New Windsor? ### What is the top LGBTQ-friendly place to stay in New Windsor? ### What's the best pet-friendly hotel in New Windsor? ### What are some accommodations with pools in New Windsor? ### What is staying in New Windsor like? ### What should I see while I'm in New Windsor? ### What's the seasonal weather like in New Windsor? ## Explore a world of travel with Expedia - 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