Title: Book the Best LAKESIDE Hotels in New Windsor in 2026 | 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 Lake Hotels Tonight [Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=10021&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for New Windsor hotels on the lake ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/f8f0e0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/ee891a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/05db8e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/w1021h680x3y3-4b98069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Lakeview House \~ Hot Tub \~ Firepit \~ Stunning View \~ Spacious Deck [](https://www.expedia.ca/Greenwood-Lake-Hotels-Luxury-Lake-Oasis-Hot-Tub-Lake-Marina-Views-Bar.h110439036.Hotel-Information) Greenwood Lake 10/10 Exceptional (7 reviews) "We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan R. CA $428 CA $978 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Greenwood-Lake-Hotels-Luxury-Lake-Oasis-Hot-Tub-Lake-Marina-Views-Bar.h110439036.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/eb403423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/2c7bb45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/d7a17c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100670000/100661800/100661800/2c6360ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home with Hot Tub, Kayaks, and Fast Wifi [](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information) Greenwood Lake 9.8/10 Exceptional (34 reviews) "House was great, it had everything we needed and even provided coffee! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen E. CA $246 CA $667 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Greenwood-Lake-Hotels-Waterfront-Modern-Home-WFast-Wifi-400m-From-DT.h100661800.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/7aab0afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/34ea7109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/b732456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/a0f6a3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large,Cozy,Bright Apartment, Business Themed. [](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information) Newburgh 9.0/10 Wonderful (15 reviews) "Very cozy stay with responsive host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adhith P. CA $566 CA $761 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/07973626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/ff8b0e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/fa190f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863201/36747311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9 [](https://www.expedia.ca/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information) Newburgh 10/10 Exceptional (23 reviews) "Amazing owners and a great property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. CA $430 CA $814 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Newburgh-Hotels-Ultimate-Lakeside-Getaway-On-5-Acres-Private-Dock.h114863201.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d895f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/26272140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/c8e6e879_edited_4c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/bfaf6ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Verde B&B, bsm, Greenwood Lake NY [](https://www.expedia.ca/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information) Greenwood Lake 10/10 Exceptional (12 reviews) "The breakfast was lovely!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $215 CA $401 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/02b6e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Cabin in Fishkill! [](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information) Fishkill 10/10 Exceptional (3 reviews) "Ideal cabin getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadja E. CA $414 CA $629 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information) ![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/77bbd76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stovetop, coffee/tea maker, cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/47d9ed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/70be37d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/ed4053e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Lakefront Studio w/ Deck + Workspace [](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information) Monroe 8.0/10 Very good (1 review) "Clean room.good host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayman CA $109 CA $353 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/05363ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/f114158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b51bb581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun, Friends, and Family Lakefront Home w/Dock and Beach [](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information) Mahopac 10/10 Exceptional (15 reviews) "Super convenient location :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean M. CA $462 CA $995 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/d5221a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/w1046h643x77y48-ae238b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/08bd8602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69270000/69267500/69267488/f69448a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Home Near West Point, Shopping, Skiing and Legoland [](https://www.expedia.ca/Newburgh-Hotels-Perfect-Weekend-Getaway.h69267488.Hotel-Information) Monroe 10/10 Exceptional (14 reviews) "Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly R. CA $431 CA $818 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Newburgh-Hotels-Perfect-Weekend-Getaway.h69267488.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/3c974e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/244ebd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/e72ea283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/d7040209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hickory on Willow Lake [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) Fishkill 9.6/10 Exceptional (5 reviews) "Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel C. CA $745 CA $1,062 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.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=2026-03-12&endDate=2026-03-13®ionId=10021&adults=2&location_highlights_explore=on_lake&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_10021) ## Top New Windsor Hotel Reviews ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Room was very clean" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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 "Clean and quiet " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.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 clean, the jacuzzi and pool worked and the room had everything that was needed! We thank you" [](https://expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information) ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "The hotel staff was very welcome from as soon as you walked into the door. The room was very clean and comfortable. We really had a relaxing time " [](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ## Frequently asked questions ### How much do lakeside hotels in New Windsor cost? ### Are there any family-friendly lakeside hotels in New Windsor? ### Why book your lakeside hotel in New Windsor with Expedia? ### How can I find cheap lakeside hotels in New Windsor? ### What is there to do in New Windsor near my lakeside hotel? ## 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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