Title: Montgomery Chalets from CA $389 | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d8728.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)[Things to do in Montgomery](https://expedia.ca/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d8728.Destination-Travel-Guides) ![Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8728/e92a028d-f2c6-4a41-a280-7692010fed7a.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 In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8728&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 two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8728&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) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=8728&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montgomery chalets ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/75814d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/e7e8be7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf85ab49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/96050ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) Gardiner 10/10 Exceptional (7 reviews) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. CA $227 CA $389 total includes taxes & fees Feb 10 - Feb 11 [](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/111000000/110760000/110752300/110752244/f24e9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/2e40b0b2.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/f77ca892.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) ### Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.Hotel-Information) New Paltz 10/10 Exceptional (14 reviews) "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 $718 CA $1,362 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/a2e90168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/5e419ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/4e7bdbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/46495148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Retreat w/ Hot Tub, Theater, and Gym [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.Hotel-Information) Warwick 10/10 Exceptional (2 reviews) "Amazing stay on a beautiful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorian G. CA $975 CA $1,678 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Warwick-Hotels-Mountain-View-Retreat-W-Hot-Tub.h96542690.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=2026-01-27&endDate=2026-01-28®ionId=8728&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=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&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%2FMontgomery-Chalets.d8728-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-Chalets.d8728-aaChalets.Travel-Guide-Accommodation) ## Top Montgomery Hotel Reviews ![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 "Great front desk assistant. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Easy parking, check-in. Nice rooms" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "Amazing " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Our stay was wonderful, and its always our go-to hotel when we are in the area and need a place to stay. The only comment was that the tub was super slippery without some type of bathmat in the bottom, as we almost had serious falls because of it. But that was the only thing, everything else was great. " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Great staffing, clean rooms!!!" [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg) ### Holiday Inn Express Hotel & Suites Chester by IHG 10/10 Excellent "Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room . " [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "Great resort hotel. Clean and big enough room, and nice people." [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Great" [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "I was very happy with my stay, the room was very cozy and the surrounding areas were breathtaking " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ## Find out more about Montgomery ## Montgomery Chalets information | Number of reviews | 20 | | ----------------- | ---------- | | Accommodation | 7 Chalets | | Lowest Price | CA $389 | | Highest Price | CA $1,678 | ## Explore a world of travel with Expedia - 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