Title: Shandaken Chalets from CA $280 | Expedia.ca [Hotels in Shandaken](https://expedia.ca/Shandaken-Hotels.d183714.Travel-Guide-Hotels)[Vacation Rentals in Shandaken](https://expedia.ca/Shandaken-Vacation-Rentals.d183714.Travel-Guide-VacationRentals)[Shandaken Car Rentals](https://expedia.ca/Car-Rentals-In-Shandaken.d183714.Car-Rental-Guide)[Shandaken Vacation Packages](https://expedia.ca/Shandaken.d183714.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Shandaken from CA $280 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183714&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183714&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183714&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183714&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shandaken Chalets ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/f968c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/6103aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Suite Tannersville 10/10 Exceptional (1) "Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer." CA $165 CA $283 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/817e2f1c.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 !! " CA $212 CA $919 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0434bd21.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." CA $210 CA $346 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/3d7019b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/5053b8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/82803773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $165 CA $280 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/35862a42.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) ### 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." CA $1,000 CA $2,079 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.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) ![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/77000000/76320000/76318200/76318123/44260a94.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) ### Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre Big Indian 10/10 Exceptional (18) "The hosts are incredibly responsive and accommodating and the house is perfect for a group gathering. Setting is perfect, right on the river. " CA $567 CA $1,174 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) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/ba5e1933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/5a35c386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228515/1943ca8e.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 $1,039 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hensonville-Hotels-This-Chalet-Is-A-4-Bedroom.h119228515.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/57ea4514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/ea584011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/71b41d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/3bed5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $165 CA $283 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/a78d7cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/w2045h1365x3y0-b9635d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/82ba52fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/901cc9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $165 CA $283 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.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=2025-10-28&endDate=2025-10-29®ionId=183714&adults=2&lodging=CHALET&sort=RECOMMENDED&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%2FShandaken-Chalets.d183714-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShandaken-Chalets.d183714-aaChalets.Travel-Guide-Accommodation) ## Top Shandaken Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Wonderful place, enjoyed out balcony. Loved being able to easily get to the windham path trail" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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) ![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 "Place was well maintained, and clean. Right on the mountain. Heated pool was great " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.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 "Another wonderful relaxing stay" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Blue Hill Lodge](//images.trvl-media.com/lodging/9000000/8980000/8976800/8976799/29fda3de_y.jpg) ### Blue Hill Lodge 10/10 Excellent "Check in went well and overall everything went fine! The Wifi did not appear to be available. I did not mention anything while I was there so it does not weigh heavy on my overall score. " [](https://expedia.ca/Monticello-Hotels-Blue-Hill-Lodge.h8976799.Hotel-Information) ![SunView Motel](//images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg) ### SunView Motel 10/10 Excellent "Clean" [](https://expedia.ca/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Woodstock Way Hotel](//images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Beautiful well-appointed room with big windows that made you feel like you were surrounded by nature. The room was spotless as was the bathroom. The balcony offered a view towards the small waterfall with comfortable seating for two. The staff in the reception area were warm and welcoming. The free coffee, espresso drinks, tea and snacks were an added bonus. You are steps away from Tinker Street with multiple dining options in walking distance. I highly recommend Silvia, Good Night and Garden Eats(vegan). I would have loved a way to make tea or coffee without leaving my room, but the coffee in the lobby was superb." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](//images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "Property is exceptionally clean Staff polite very helpful Area around hotel is well kept " [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Shandaken Inn](//images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/8fbf945d_y.jpg) ### Shandaken Inn 10/10 Excellent "Beautiful place in the Catskills. Great bar and restaurant. All staff were attentive and personable. Would return. " [](https://expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) ## Find out more about Shandaken ## Shandaken Chalets information | Number of reviews | 31 | | --- | --- | | Accommodation | 55 Chalets | | Lowest Price | CA $280 | | Highest Price | CA $2,079 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in West Kill](https://www.expedia.ca/5Star-West-Kill-Hotels.s50-0-d3000450082.Travel-Guide-Filter-Hotels) - [Allaben Hotels](https://www.expedia.ca/Allaben-Hotels.d553248635975849657.Travel-Guide-Hotels) - [Hotels near Belleayre Beach at Pine Hill Lake](https://www.expedia.ca/Belleayre-Beach-At-Pine-Hill-Lake-Hotels.0-l553248633992560841-0.Travel-Guide-Filter-Hotels) - [Hotels near Belleayre Mountain Ski Center](https://www.expedia.ca/Belleayre-Mountain-Ski-Center-Hotels.0-l6218265-0.Travel-Guide-Filter-Hotels) - [Hotels near Belleayre Mountain Ski Center](https://www.expedia.ca/Belleayre-Mountain-Ski-Center-Hotels.0-l774407616644100096-0.Travel-Guide-Filter-Hotels) - 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