Title: Top Chalets in Ulster County in 2026 | Expedia.ca [Ulster County Hotels](https://expedia.ca/Destinations-In-Ulster-County.d553248635976433072.Hotel-Destinations)[Vacation Rentals in Ulster County](https://expedia.ca/Destinations-In-Ulster-County.d553248635976433072.Vacation-Rental-Destinations)[Ulster County Car Rentals](https://expedia.ca/Destinations-In-Ulster-County.d553248635976433072.Car-Rental-Destinations)[Ulster County Vacations](https://expedia.ca/Ulster-County.d553248635976433072.Destination-Travel-Guides) ![New York City's water source, beautiful!](https://images.trvl-media.com/place/553248635976433072/8b0b270e-3706-4be0-824f-0e8705da2035.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Sasha Rodriguez Miranda # Chalets in Ulster County ## Compare and save - ![](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 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976433072&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976433072&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 one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976433072&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976433072&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) ## Top Cities in Ulster County ![](https://mediaim.expedia.com/destination/2/88571bc5e0928eca72525d6559f57b02.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kingston [](https://expedia.ca/Kingston-Chalets.d6056321-aaChalets.Travel-Guide-Accommodation) ![New Paltz which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92714-New-Paltz.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### New Paltz [](https://expedia.ca/New-Paltz-Chalets.d8932-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/d34c13d18856cbbeb7339bee8649e0df.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Saugerties [](https://expedia.ca/Saugerties-Chalets.d6691-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock-Chalets.d176573-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/96884c9bb27b3ad115b6e68acc2ae066.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### High Falls [](https://expedia.ca/High-Falls-Chalets.d6348417-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/917d6ef3d97fee37d4bc42d14361eb39.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kerhonkson [](https://expedia.ca/Kerhonkson-Chalets.d183688-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Ulster County chalets ![Exterior](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/f24e9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/5c66ce3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/4c7980a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/92b2eff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in New Paltz [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.Hotel-Information) 10/10 Exceptional (13) "Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle O. CA $713 CA $1,352 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.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) ![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) ### Chalet in Big Indian [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) 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 $557 CA $1,152 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/75814d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/3a76c5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf49ff1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/f4e99560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Gardiner [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) 10/10 Exceptional (7) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. CA $155 CA $309 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93780000/93777200/93777185/281116d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93780000/93777200/93777185/b2a862ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93780000/93777200/93777185/w467h683x271y0-91ffbc58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93780000/93777200/93777185/2045ca89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Willow [](https://www.expedia.ca/Willow-Hotels-Cozy-Silo-With-Sunset-Views.h93777185.Hotel-Information) 9.8/10 Exceptional (16) "The house was even better than advertised. We loved staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth C. [](https://www.expedia.ca/Willow-Hotels-Cozy-Silo-With-Sunset-Views.h93777185.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87140000/87130300/87130240/590e59c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87130300/87130240/w1016h683x4y0-3608d393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87130300/87130240/w986h683x19y0-943e8d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87130300/87130240/w1024h596x0y44-4f8f9f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Phoenicia [](https://www.expedia.ca/Phoenicia-Hotels-Never-Lonesome-Woodland-Valley-Cozy-2bd-Cottage.h87130240.Hotel-Information) 9.4/10 Exceptional (12) "Super cute place. Stayed for a wedding with my 10-year-old daughter. She wanted to move there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james m. [](https://www.expedia.ca/Phoenicia-Hotels-Never-Lonesome-Woodland-Valley-Cozy-2bd-Cottage.h87130240.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119510000/119505800/119505752/8079ec68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119510000/119505800/119505752/57fe23ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119510000/119505800/119505752/466d18e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/120000000/119510000/119505800/119505752/a70c0a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Kerhonkson [](https://www.expedia.ca/Kerhonkson-Hotels-Serene-Bright-Minnewaska-Mtn-Views-Deck-BBQ.h119505752.Hotel-Information) [](https://www.expedia.ca/Kerhonkson-Hotels-Serene-Bright-Minnewaska-Mtn-Views-Deck-BBQ.h119505752.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=2025-12-29&endDate=2025-12-30®ionId=553248635976433072&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Ulster+County%2C+New+York%2C+United+States+of+America®ionId=553248635976433072&latLong=41.928781%2C-74.00237&adults=2&startDate=2026-03-15&d1=2026-03-15&endDate=2026-03-18&d2=2026-03-18&lodging=CONDO) ![](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%2FUlster-County-Chalets.d553248635976433072-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUlster-County-Chalets.d553248635976433072-aaChalets.Travel-Guide-Accommodation) ## Top Ulster County Hotel Reviews ![Howard Johnson by Wyndham Saugerties](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd_y.jpg) ### Howard Johnson by Wyndham Saugerties 10/10 Excellent "Did pre-checkin, and when I arrived it was such a quick process. " [](https://expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Americas Best Value Inn New Paltz](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "The rooms were very clean and comfortable, staff was very nice and welcoming" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "In room 205 at Forest Haus, there is no curtain over the balcony door window. Because of this it got very bright in the room as soon as the sun came up. There were also lady bugs all over the room. They didn’t really bother us but also didn’t expect that. " [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "This place is really a hidden gem. We could not have been happier with our stay." [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![ Diamond Mills Resort](https://images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/64adc8c9_y.jpg) ### Diamond Mills Resort 10/10 Excellent "Room was clean, quiet and comfortable. Hotel staff were friendly and helpful. I'm ready to move in." [](https://expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information) ![Village Motel](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/e026add2_y.jpg) ### Village Motel 10/10 Excellent "Great staff, clean. " [](https://expedia.ca/Monticello-Hotels-Village-Motel.h23533522.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "The room and bathroom were large, clean, and so much better than I expected for the price! Staff were amazing, very friendly, welcoming and helpful! And the pool was fantastic!! I’d highly recommend Hampton Inn to anyone!" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Nice staff, large rooms " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Twin Gables of Woodstock](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/e4f22671_y.jpg) ### Twin Gables of Woodstock 10/10 Excellent "Amazing stay!!! Super hippie vibe and lived every minute of it. " [](https://expedia.ca/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information) ## Find out more about Ulster County ## Ulster County Chalets information | Number of reviews | 62 | | ----------------- | --------- | | Accommodation | 6 Chalets | | Lowest Price | CA $309 | | Highest Price | CA $1,352 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Farmstay in Connelly ](https://www.expedia.ca/Connelly-Agritourism.d3000749070-aaAgritourism.Travel-Guide-Accommodation) - [Castles in Connelly ](https://www.expedia.ca/Connelly-Castles.d3000749070-aaCastles.Travel-Guide-Accommodation) - [Chalets in Connelly ](https://www.expedia.ca/Connelly-Chalets.d3000749070-aaChalets.Travel-Guide-Accommodation) - [Connelly Hotels ](https://www.expedia.ca/Connelly-Hotels.d3000749070.Travel-Guide-Hotels) - [Hostels in East Kingston ](https://www.expedia.ca/East-Kingston-Hostels.d553248634999073346-aaHostels.Travel-Guide-Accommodation) - 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