Title: East Windham Chalets from CA $242 | Expedia.ca [Hotels in East Windham](https://expedia.ca/East-Windham-Hotels.d183666.Travel-Guide-Hotels)[Vacation Rentals in East Windham](https://expedia.ca/East-Windham-Vacation-Rentals.d183666.Travel-Guide-VacationRentals)[East Windham Car Rentals](https://expedia.ca/Car-Rentals-In-East-Windham.d183666.Car-Rental-Guide)[East Windham Vacation Packages](https://expedia.ca/East-Windham.d183666.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183666&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183666&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183666&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) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183666&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) ## Our top choices for East Windham chalets ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/57ea4514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/fe31f0d6.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/118000000/117500000/117494700/117494618/17042253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) Tannersville 10/10 Exceptional (1 review) "cute little spot! very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. CA $164 CA $282 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.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) ![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) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/678a4cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Mountain Hideaway - Hot Tub & Outdoors [](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) Hensonville 10/10 Exceptional (1 review) "Good experience the agent saqib was excellent and very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rabih CA $159 CA $896 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/1d8f7bbe.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/93418b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) Tannersville CA $164 CA $282 total includes taxes & fees Jan 20 - Jan 21 [](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/113000000/112150000/112143300/112143298/ea514bb0.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/9fe710f3.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 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) Hunter 9.6/10 Exceptional (14 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 $236 CA $378 total includes taxes & fees Jan 15 - Jan 16 [](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/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/59fc6ec0.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) ![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 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) Tannersville 10/10 Exceptional (3 reviews) "Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $130 CA $242 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/901cc9d2.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/66133e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information) Tannersville CA $164 CA $282 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.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) ![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/94231047.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) ![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) ### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) Windham 10/10 Exceptional (3 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 $1,058 CA $2,133 total includes taxes & fees Feb 3 - Feb 4 [](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=2026-01-28&endDate=2026-01-29®ionId=183666&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=East+Windham%2C+New+York%2C+United+States+of+America®ionId=183666&latLong=42.327378%2C-74.166107&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&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%2FEast-Windham-Chalets.d183666-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FEast-Windham-Chalets.d183666-aaChalets.Travel-Guide-Accommodation) ## Top East Windham Hotel Reviews ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg) ### Catskill Seasons Inn 10/10 Excellent "Wonderful Place. Close to skiing. Very responsive. " [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "Perfect ambiancd" [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated." [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.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 "Great location, very nice common rooms, friendly staff" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Cozy, comfortable. Nice little fridge, microwave, and Keurig. Perfect." [](https://expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Excellent location , great staff and clean room. Very happy with our stay. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "We stay here often and always have a great experience. Clean room,super comfortable bed and friendly staff (especially the sweet blonde lady that works Sunday night and Monday morning-it skipped my mind to ask what her name was but she is very nice every time). " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![SunView Motel](https://images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg) ### SunView Motel 10/10 Excellent "Sun View is a great place to stay when skiing at Hunter Mtn. The rooms can easily handle 4 adults with ski equipment. Plenty of places to eat nearby. Will definitely stay here again in the future." [](https://expedia.ca/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "This is one of the most amazing weekend vacations I have been on. I can’t complain about anything! " [](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ## Find out more about East Windham ## East Windham Chalets information | Number of reviews | 20 | | ----------------- | ---------- | | Accommodation | 45 Chalets | | Lowest Price | CA $242 | | Highest Price | CA $2,133 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Round Top ](https://www.expedia.ca/4Star-Round-Top-Hotels.s40-0-d153475.Travel-Guide-Filter-Hotels) - [Acra Hotels ](https://www.expedia.ca/Acra-Hotels.d183633.Travel-Guide-Hotels) - [Luxury Hotels in Cornwallville ](https://www.expedia.ca/Cornwallville-Hotels-Luxury-Hotel.0-0-d6336215-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cornwallville Hotels ](https://www.expedia.ca/Cornwallville-Hotels.d6336215.Travel-Guide-Hotels) - 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