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) ![West Point Cadet Chapel, in upstate NY - open to the public daily - tours offered - beautiful!! ](https://images.trvl-media.com/place/9700/a15e9f8e-9431-4121-965f-6fb3d703bf4e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by crissibeth ![](https://images.trvl-media.com/place/9700/a15e9f8e-9431-4121-965f-6fb3d703bf4e.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 prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635083901431&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Orange County ![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Middletown [](https://expedia.ca/Middletown-Chalets.d8864-aaChalets.Travel-Guide-Accommodation) ![Newburgh showing a marina and boating](https://images.trvl-media.com/place/6023343/45f8df4a-bc8f-41a1-ab60-8fd59fcf5c7d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Newburgh [](https://expedia.ca/Newburgh-Chalets.d6023343-aaChalets.Travel-Guide-Accommodation) ![Warwick, NY - USA - June 2, 2018 Horizontal view of an orchard in the Warwick Valley during sunset.](https://images.trvl-media.com/place/6053474/ed7be6a9-b6bc-484d-a1fa-aef503d61a14.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Warwick [](https://expedia.ca/Warwick-Chalets.d6053474-aaChalets.Travel-Guide-Accommodation) ![Soldiers standing at attention, Westpoint Military Academy](https://images.trvl-media.com/place/9700/61b628c6-42f7-4e86-b5a4-43b5e39f9421.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Point [](https://expedia.ca/West-Point-Chalets.d9700-aaChalets.Travel-Guide-Accommodation) ![Aerial view of a Goshen, New York sunrise](https://images.trvl-media.com/place/8005/3ad0891d-ef11-4988-b1f2-ed2874c11f35.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Goshen [](https://expedia.ca/Goshen-Chalets.d8005-aaChalets.Travel-Guide-Accommodation) ![Pittsford, NY, USA - 02-01-2025: Winter afternoon aerial photo of the Village of Pittsford four corners with snow on the ground. ](https://images.trvl-media.com/place/6171715/3531be1f-15d9-4b32-ba1e-4f29805eb228.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Monroe [](https://expedia.ca/Monroe-Chalets.d6171715-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) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/4e7bdbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/46495148.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 10/10 Exceptional (2 reviews) "Amazing stay on a beautiful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorian G. CA $959 CA $1,747 total includes taxes & fees Feb 10 - Feb 11 [](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=2026-02-19&endDate=2026-02-20®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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE) 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=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO) ![](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 "We had a very nice stay. The room was so clean. The staff was " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![West Point Motel](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/9d24a068_y.jpg) ### West Point Motel 10/10 Excellent "…" [](https://expedia.ca/Newburgh-Hotels-West-Point-Motel.h4290545.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 "Room was clean- " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg) ### The Thayer Hotel at West Point 10/10 Excellent "Everything about the Thayer is amazing. From the food to the people to the room to the views. Love love love!!" [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.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 "We stayed during the recent snow service was great" [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 "VERY CLEAN FRIENDLY STAFF!!!!" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Fairfield Inn & Suites by Marriott Goshen Middletown](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/53a095c1_y.jpg) ### Fairfield Inn & Suites by Marriott Goshen Middletown 10/10 Excellent "Was nice place to stay I like it " [](https://expedia.ca/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Staff was friendly and efficient. Bed comfy, super quiet & safe. I stayed only to sleep for a few hours during a snowstorm to be close to the hospital down the road so I didn’t have to drive far in the snow. It was expensive but worth the safe commute to work. Their parking lot was plowed and accessible. " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.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 "yup" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ## Find out more about Orange County ## Orange County Chalets information | Number of reviews | 1 | | ----------------- | --------- | | Accommodation | 1 Chalets | | Lowest Price | CA $1,747 | | Highest Price | CA $1,747 | ## 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) - 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