Title: Top Chalets in Orange County in 2026 | Expedia.ca [Orange County Hotels](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Hotel-Destinations)[Vacation Rentals in Orange County](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Vacation-Rental-Destinations)[Orange County Car Rentals](https://expedia.ca/Destinations-In-Orange-County.d553248635083901431.Car-Rental-Destinations)[Orange County Vacations](https://expedia.ca/Orange-County.d553248635083901431.Destination-Travel-Guides) ![Soldiers standing at attention, Westpoint Military Academy](https://images.trvl-media.com/place/9700/61b628c6-42f7-4e86-b5a4-43b5e39f9421.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chalets in Orange County ## Compare and save - ![](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 prices for these dates Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Orange County ![Newburgh showing a marina and boating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59968-Newburgh-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Newburgh [](https://expedia.ca/Newburgh-Chalets.d6023343-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/75669034cac77a3e77cb99da2131a72c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Warwick [](https://expedia.ca/Warwick-Chalets.d6053474-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Middletown [](https://expedia.ca/Middletown-Chalets.d8864-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/08c81db48e4587b7b1ffb2103a1900a0.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Port Jervis [](https://expedia.ca/Port-Jervis-Chalets.d9382-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/b3592d5854c5ebf058517b7fb1df474d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Goshen [](https://expedia.ca/Goshen-Chalets.d8005-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/d0cc470cce0c12eec31b3f6f28539bc4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Point [](https://expedia.ca/West-Point-Chalets.d9700-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Orange County chalets ![Exterior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/a2e90168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/w904h683x60y0-5ad1c559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/5e419ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/4e7bdbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Retreat w/ Hot Tub, Theater, and Gym [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.Hotel-Information) Warwick [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.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=2026-01-01&endDate=2026-01-02®ionId=553248635083901431&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Orange+County%2C+New+York%2C+United+States+of+America®ionId=553248635083901431&latLong=41.40215%2C-74.324213&adults=2&startDate=2026-03-18&d1=2026-03-18&endDate=2026-03-21&d2=2026-03-21&lodging=CHALET) ![](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%2FOrange-County-Chalets.d553248635083901431-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOrange-County-Chalets.d553248635083901431-aaChalets.Travel-Guide-Accommodation) ## Top Orange County Hotel Reviews ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "Clean. Easy exit off highway. Great hotel for the price just needed a safe clean overnight bed." [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Clean room. Clean lobby and public spaces " [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 10/10 Excellent "Very nice and cleab" [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Super 8 by Wyndham Newburgh/West Point Near Stewart Airport](https://images.trvl-media.com/lodging/1000000/460000/459800/459793/de8a644e_y.jpg) ### Super 8 by Wyndham Newburgh/West Point Near Stewart Airport 10/10 Excellent "Everything was perfect. The room was very nice, clean and comfortable. Staff was very welcoming, friendly and helpful.. " [](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-NewburghWest-Point-Near-Stewart-Airport.h459793.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Great location, friendly staff. Highly recommend " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.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 "Love it, everytime we come this is the place to stay" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Holiday Inn Express & Suites Montgomery by IHG](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60_y.jpg) ### Holiday Inn Express & Suites Montgomery by IHG 10/10 Excellent "clean and warm" [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.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 10/10 Excellent "The breakfast was a hit, the place is clean and I would stay here again." [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Holiday Inn Express West Point by IHG](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/59004f41_y.jpg) ### Holiday Inn Express West Point by IHG 10/10 Excellent "The room was completely adequate for our needs, but the lighting in the room was weird and not really bright enough requiring going around to multiple areas to turn on/off lights. The breakfast was surprisingly good." [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) ## Find out more about Orange County ## Orange County Chalets information | Number of reviews | | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Aparthotels in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Apart-Hotels.d6338665-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Apartments.d6338665-aaApartments.Travel-Guide-Accommodation) - [B&B in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Bed-And-Breakfast.d6338665-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Campbell Hall ](https://www.expedia.ca/Campbell-Hall-Hotels-Cheap-Hotels.0-0-d6338665-tCheapHotels.Travel-Guide-Filter-Hotels) - [Campbell Hall Hotels ](https://www.expedia.ca/Campbell-Hall-Hotels.d6338665.Travel-Guide-Hotels) - 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