Title: Roxbury Chalets from CA $363 | 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) ![](https://mediaim.expedia.com/destination/2/b8f42a37787840be77674adc934089b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by RoadTrip NewEngland # Search Chalets in Roxbury from CA $363 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Roxbury Chalets ![Exterior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/efb96e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/acc1587d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/145325a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/bad5f976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Chalet w/ Hot Tub, Fire Pit, BBQ, EV Hensonville 10/10 Exceptional (1) "This was a perfect rental for the weekend that we stayed! The views were amazing, the beds were so comfy and the hot tub was so relaxing! Definitely will be back to this one for sure !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faith D. CA $212 CA $926 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-This-Chalet-Is-A-4-Bedroom.h119228531.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/e3ea4ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0434bd21.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) ### 1 Mile From Ski Slope and Festivals - 125 Nightly Fee Hunter 9.4/10 Exceptional (12) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $224 CA $363 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/6abb6351.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) ### Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly! South Kortright 10/10 Exceptional (2) "We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CLH CA $301 CA $704 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/South-Kortright-Hotels-Wooded-Lakefront-Oasis-W-Kayaks.h104813939.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) ![Dining](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/71412ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/be0a6405.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) ### Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre Big Indian 10/10 Exceptional (18) "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 $567 CA $1,173 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/b861e4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/1b9784b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/1943ca8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/ba5e1933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit Hensonville CA $349 CA $1,040 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-This-Chalet-Is-A-4-Bedroom.h119228515.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/f60b3dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/5ac26c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/b55d805a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven Windham 10/10 Exceptional (2) "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 $999 CA $2,069 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.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=2025-11-02&endDate=2025-11-03®ionId=177542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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 ![Kaatskill Mountain Club at Hunter Mountain](//images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Great stay" [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Beautiful location & property. Nice modern rooms. Nice European accent. Comfortable beds and pillows. " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![BUENA VISTA INN](//images.trvl-media.com/lodging/114000000/113770000/113766800/113766778/7c092b99_y.jpg) ### BUENA VISTA INN 10/10 Excellent "It was a plain room. But all I needed was to sleep there so it worked. " [](https://expedia.ca/Delhi-Hotels-BUENA-VISTA-INN.h113766778.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Lovely overnight stop for us traveling through the Catskills. Love the dark rich lodge colors and decor. Room was big with nice toiletries." [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Urban Cowboy Lodge](//images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "The property was beautiful, great hiking trails and so accommodating." [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Shandaken Inn](//images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/8fbf945d_y.jpg) ### Shandaken Inn 10/10 Excellent "We thoroughly enjoyed our time at the Shandaken Inn. Check in was so easy and our room was well appointed, beautiful, and had the comfiest bed and linens ever. We ate breakfast at the Inn each morning. Coffee was hot and food was great. The property is beautiful. One of the days we were there it rained all day so my husband and I sat downstairs by the fireplace and played cards. My only suggestion would be that there is a Keurig or coffee that could be enjoyed while enjoying the sitting area. " [](https://expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) ![Fairlawn Inn](//images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/1dbba219_y.jpg) ### Fairlawn Inn 10/10 Excellent "The Fairlawn Inn was very well maintained and a great location. Sandy was the ultimate host." [](https://expedia.ca/Kingston-Hotels-Fairlawn-Inn.h1506635.Hotel-Information) ![The Graham & Co.](//images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/497f4120_y.jpg) ### The Graham & Co. 10/10 Excellent "This place was perfect for a quick hiking trip, very simple but has everything you need. Room was very comfy and clean. Would definitely stay here again! " [](https://expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) ![Wylder Hotel Windham](//images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "The property was very nice. The staff was very friendly and accommodating. Overall our stay was great. My only complaint would be the inconvenience about morning coffee. There is no coffee pot in the rooms and no coffee in the lobby. You have to walk to another building to a bakery to purchase coffee and they don’t open until 7:00. My husband is an early riser and likes his coffee " [](https://expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ## Find out more about Roxbury ## Roxbury Chalets information | Number of reviews | 33 | | --- | --- | | Accommodation | 46 Chalets | | Lowest Price | CA $363 | | Highest Price | CA $2,069 | ## 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) - [Arkville Hotels](https://www.expedia.ca/Arkville-Hotels.d3000422162.Travel-Guide-Hotels) - [Aparthotels in Denver](https://www.expedia.ca/Denver-Apart-Hotels.d553248635077667304-aaApartHotels.Travel-Guide-Accommodation) - 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