Title: Ashland Chalets from CA $243 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d3000422181.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) # Search Chalets in Ashland from CA $243 - ![](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 [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000422181&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) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000422181&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) ## Browse Select Ashland 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) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/eaaa858b.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/f968c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Tannersville 10/10 Exceptional (2) "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 $131 CA $243 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.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/113000000/112150000/112143300/112143298/0434bd21.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) ![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) ### Chalet in Hunter 9.6/10 Exceptional (14) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $210 CA $346 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/42923b0e.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/103000000/102530000/102523200/102523130/56553d14.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/c7c704fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Hensonville CA $168 CA $943 total includes taxes & fees Dec 8 - Dec 9 [](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/117000000/116780000/116776300/116776217/5053b8fd.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Tannersville CA $165 CA $285 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.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) ![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/w1200h799x0y1-7b6ad4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in South Kortright 10/10 Exceptional (3) "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 $234 CA $621 total includes taxes & fees Dec 8 - Dec 9 [](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) ![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) ![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) ### Chalet in 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 $566 CA $1,172 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/68c250b4.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/3bed5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Tannersville 10/10 Exceptional (1) "cute little spot! very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. CA $165 CA $285 total includes taxes & fees Dec 3 - Dec 4 [](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) ![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/w2045h1365x3y0-b9635d9c.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) ### Chalet in Tannersville CA $165 CA $285 total includes taxes & fees Dec 3 - Dec 4 [](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) ![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) ### Chalet in Windham 10/10 Exceptional (3) "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 $998 CA $1,976 total includes taxes & fees Dec 4 - Dec 5 [](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=2025-12-16&endDate=2025-12-17®ionId=3000422181&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000422181) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-03-02&d1=2026-03-02&endDate=2026-03-05&d2=2026-03-05&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%2FAshland-Chalets.d3000422181-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Chalets.d3000422181-aaChalets.Travel-Guide-Accommodation) ## Top Ashland Hotel Reviews ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Comfortable, quiet and good value vs other options in the region. " [](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 "Thank younfor the great experience " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.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 "Perfect! " [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Mountain Treasure B&B](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/c4aad19d_y.jpg) ### Mountain Treasure B&B 10/10 Excellent "friendly host ! Breakfast was great " [](https://expedia.ca/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Would absolutely stay here again. Place was clean, the amenities were great and the staff was the best!" [](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Starlite Motel](https://images.trvl-media.com/lodging/11000000/10110000/10109900/10109815/7f46d77d_y.jpg) ### Starlite Motel 10/10 Excellent "Very clean. Cute. Somewhat quirky. Nice space in the back with picnic table and grill. " [](https://expedia.ca/Kingston-Hotels-Starlite-Motel.h10109815.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 "Great stay for a weekend out of the city. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.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 great" [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg) ### Catskill Seasons Inn 10/10 Excellent "My stay was wonderful but at some point at night was a dog barking when I was trying to fall asleep. " [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ## Find out more about Ashland ## Ashland Chalets information | Number of reviews | 37 | | --- | --- | | Accommodation | 58 Chalets | | Lowest Price | CA $243 | | Highest Price | CA $1,976 | ## 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) - [5 Star Hotels in West Kill](https://www.expedia.ca/5Star-West-Kill-Hotels.s50-0-d3000450082.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Gilboa](https://www.expedia.ca/Gilboa-Hotels-Cheap-Hotels.0-0-d183675-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Gilboa](https://www.expedia.ca/Gilboa-Hotels-Luxury-Hotel.0-0-d183675-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Gilboa](https://www.expedia.ca/Gilboa-Hotels-Romantic-Hotel.0-0-d183675-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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