Title: Roxbury Chalets from CA $394 | Expedia.ca [Hotels in Roxbury](https://expedia.ca/Roxbury-Hotels.d177542.Travel-Guide-Hotels)[Vacation Rentals in Roxbury](https://expedia.ca/Roxbury-Vacation-Rentals.d177542.Travel-Guide-VacationRentals)[Things to do in Roxbury](https://expedia.ca/Things-To-Do-In-Roxbury.d177542.Travel-Guide-Activities)[Roxbury Car Rentals](https://expedia.ca/Car-Rentals-In-Roxbury.d177542.Car-Rental-Guide)[Roxbury Vacation Packages](https://expedia.ca/Roxbury.d177542.Destination-Travel-Guides) ![Beginner area at Plattekill Ski Mountain](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.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 [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Roxbury chalets ![Exterior](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/d073e7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/c5691532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/11f62140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/c047212f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Fleischmanns [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h44424552.Hotel-Information) 9.6/10 Exceptional (69 reviews) "Very clean and well located" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana S. CA $171 CA $394 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h44424552.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/ea514bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/b7663537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0a1aa53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/af89802d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Hunter [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) 9.0/10 Wonderful (20 reviews) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $260 CA $403 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/eb198c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/047be124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/71412ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/44260a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Big Indian [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) 10/10 Exceptional (20 reviews) "Stayed for a wedding nearby and it was the perfect place to spend family time together and have enough beds for everyone to sleep in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah I. CA $553 CA $1,145 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/b152c171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/b2d6f047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/w1200h799x0y1-7b6ad4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/w1199h799x1y1-c04ec82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in South Kortright [](https://www.expedia.ca/South-Kortright-Hotels-Wooded-Lakefront-Oasis-W-Kayaks.h104813939.Hotel-Information) 10/10 Exceptional (3 reviews) "Beautiful house and yard. Would stay again. 10/10" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AJ N. CA $291 CA $690 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/South-Kortright-Hotels-Wooded-Lakefront-Oasis-W-Kayaks.h104813939.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/e323e5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/1c680e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/678a4cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/6f54d944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Hensonville [](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) 10/10 Exceptional (2 reviews) "Good experience the agent saqib was excellent and very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rabih CA $122 CA $852 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/97b0013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/30995893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/c3080178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/94231047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Windham [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) 10/10 Exceptional (6 reviews) "Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $1,016 CA $2,079 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/4b32da4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/fabcf80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/4f5b0065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/61962199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Hunter [](https://www.expedia.ca/Hunter-Hotels-Conveniently-Secluded.h22720262.Hotel-Information) 10/10 Exceptional (62 reviews) "Wonderful house and great property manager!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew M. CA $958 CA $1,752 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Hunter-Hotels-Conveniently-Secluded.h22720262.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=2026-03-10&endDate=2026-03-11®ionId=177542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_SPRING_PROMO_177542) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Roxbury%2C+New+York%2C+United+States+of+America®ionId=177542&latLong=42.300186%2C-74.569763&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA) ![](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%2FRoxbury-Chalets.d177542-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoxbury-Chalets.d177542-aaChalets.Travel-Guide-Accommodation) ## Top Roxbury Hotel Reviews ### Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "It was such amazing time. Much needed reset. Everything was perfect! Staff were so fast with responses. I just loved everything about it." [](https://expedia.ca/Postcard-Cabins-Western-Catskills.h110493257.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Nice convenient ski hotel near the actual skiing. Friendly staff. Room was big" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "Everything was perfect no complaints " [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Staff was fantastic! So kind, inviting, and helpful" [](https://expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Highly recommend! Very nice staff and rooms were perfect " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Great experience! The people were very welcoming. Well worth it with the change in weather. " [](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Xenia Resort](https://images.trvl-media.com/lodging/15000000/14860000/14859800/14859708/4e59f4c8_y.jpg) ### Xenia Resort 10/10 Excellent "Room was very clean and service/staff was friendly. Close to Windham and Hunter mountains. Highly recommend" [](https://expedia.ca/Kingston-Hotels-Xenia-Resort.h14859708.Hotel-Information) ![Starlite Motel](https://images.trvl-media.com/lodging/11000000/10110000/10109900/10109815/7f46d77d_y.jpg) ### Starlite Motel 10/10 Excellent "amenities " [](https://expedia.ca/Kingston-Hotels-Starlite-Motel.h10109815.Hotel-Information) ## Find out more about Roxbury ## Roxbury Chalets information | Number of reviews | 182 | | ----------------- | ---------- | | Accommodation | 45 Chalets | | Lowest Price | CA $394 | | Highest Price | CA $2,079 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Denver ](https://www.expedia.ca/4Star-Denver-Hotels.s40-0-d553248635077667304.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hobart ](https://www.expedia.ca/5Star-Hobart-Hotels.s50-0-d183685.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arkville ](https://www.expedia.ca/Arkville-Hotels-Luxury-Hotel.0-0-d3000422162-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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