Title: Book the Best ROMANTIC Hotels in New Windsor, NY from CA $140 - New Windsor Romantic Getaways | Expedia.ca [Hotels in New Windsor](https://expedia.ca/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Vacation Rentals in New Windsor](https://expedia.ca/New-Windsor-Vacation-Rentals.d10021.Travel-Guide-VacationRentals)[Things to do in New Windsor](https://expedia.ca/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[New Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-New-Windsor.d10021.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.ca/New-Windsor.d10021.Destination-Travel-Guides) ![Gloomy cloud over Storm King sunset. Landscape architecture juxtaposed in the Northeast's Autumn. #GoldenHour](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wanderlustfemale ![](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on New Windsor Romantic Hotels Tonight [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-01-16&endDate=2026-01-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for New Windsor romantic hotels ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.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) ![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) ### 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 (1,001 reviews) "The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith CA $134 CA $152 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/74c2079f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/dbbc3fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/379d3719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/a36b2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Thayer Hotel at West Point [](https://www.expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) West Point 9.0/10 Wonderful (681 reviews) "Location was great & staying at a historic hotel was delightful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby CA $173 CA $232 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/25582d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/c4e21282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/814b897a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/6bdd1abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Poughkeepsie by IHG [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) Poughkeepsie 8.6/10 Excellent (1,000 reviews) "Clean room, nice amenities, great service, amazing staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xavier CA $133 CA $155 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/875b6b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Mountain View | Living area](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/78e69393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/941154e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/e40cfc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Poughkeepsie Convention Center [](https://www.expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) Downtown Poughkeepsie 8.4/10 Very good (1,000 reviews) "Great place to stay a" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $119 CA $140 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.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 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) ![Lobby](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/2154c327.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 (146 reviews) "Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/17000000/16200000/16199600/16199528/7e3cbba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16200000/16199600/16199528/0be89258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16200000/16199600/16199528/3a7e4e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/17000000/16200000/16199600/16199528/77d70258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-SpringHill-Suites-By-Marriott-Fishkill.h16199528.Hotel-Information) Fishkill 9.6/10 Exceptional (1,001 reviews) "Excellent stay , felt at home during the holiday, sparkled room, excellent breakfast and amazing warm and welcoming staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther CA $158 CA $179 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Poughkeepsie-Hotels-SpringHill-Suites-By-Marriott-Fishkill.h16199528.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) ![Exterior](https://images.trvl-media.com/lodging/16000000/15990000/15984700/15984645/92beb582.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 [](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) Middletown 9.0/10 Wonderful (749 reviews) "Room is clean and spacious, staffs are friendly and professional, highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rocky CA $229 CA $275 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Newburgh-Hotels-Home2-Suites-By-Hilton-Middletown.h15984645.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/21e70f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/9a478c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/ccd2fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/49000000/48280000/48273100/48273068/0da6fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Middletown Goshen [](https://www.expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.Hotel-Information) Middletown 9.4/10 Exceptional (319 reviews) "Always amazing was my second time here and will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CiCi CA $223 CA $264 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Newburgh-Hotels-Residence-Inn-By-Marriott-Middletown-Goshen.h48273068.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) ![Meeting facility](https://images.trvl-media.com/lodging/107000000/106410000/106407900/106407828/baca06ce.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 reviews) "Gorgeous little Hotel. Would 100% stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $368 CA $848 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Beacon-Hotels-The-Factory.h106407828.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) ![Ridge Suite](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/3e2f5ec7.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) ### Wildflower Farms, Auberge Collection [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Gardiner 9.4/10 Exceptional (60 reviews) "Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra N CA $1,466 CA $1,701 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01®ionId=10021&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top New Windsor Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Team is friendly, professional and helpful. Room was clean and comfy. Breakkfast is well maintained with a variety of options. Love the make your own waffles and the potatoes andyogurt selections. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Good stay" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![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 "Cozy and quiet. Rooms need size. Surroundings idellic. Nature abounds." [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350_y.jpg) ### Hilton Garden Inn Fishkill 10/10 Excellent "everything was great " [](https://expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![Homewood Suites Stewart Airport](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/771d3275_y.jpg) ### Homewood Suites Stewart Airport 10/10 Excellent "The room was well appointed and clean. The bed was very comfortable. People need to move away from the doors when they go outside to smoke as it makes entering the building quite stinky" [](https://expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in New Windsor? ### When is the best time of year for a romantic getaway to New Windsor? ### What is there to do in New Windsor? ### What's the best way to get to New Windsor and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Boutique Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Boutique-Hotel.0-0-d6173904-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Cheap-Hotels.0-0-d6173904-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Family-Hotel.0-0-d6173904-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Beacon ](https://www.expedia.ca/Beacon-Hotels-Golf-Hotel.0-0-d6173904-tGolfHotel.Travel-Guide-Filter-Hotels) - 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