Title: The Best Montgomery, NY Chalets from $314 | Expedia.com [Montgomery Travel Guide](https://expedia.com/Montgomery.dx8728)[Hotels in Montgomery](https://expedia.com/Montgomery-Hotels.d8728.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.com/Montgomery-Vacation-Rentals.d8728.Travel-Guide-VacationRentals)[Flights to Montgomery](https://expedia.com/Cheap-Flights-To-Montgomery.d8728.Travel-Guide-Flights)[Things to do in Montgomery](https://expedia.com/Things-To-Do-In-Montgomery.d8728.Travel-Guide-Activities)[Car Rentals in Montgomery](https://expedia.com/Car-Rentals-In-Montgomery.d8728.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.com/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) ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8728&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8728&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8728&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8728&startDate=2026-05-29&endDate=2026-05-31&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) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/9714c3f3.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.com/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) Gardiner 10/10 Exceptional (8 reviews) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. $309 nightly $314 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/29f8399f.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.com/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.Hotel-Information) New Paltz 10/10 Exceptional (14 reviews) "Beautiful " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Genevieve D. $594 nightly $665 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/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) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/46495148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96550000/96542700/96542690/w904h683x60y0-5ad1c559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Retreat w/ Hot Tub, Theater, and Gym [](https://www.expedia.com/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. $1,137 nightly $1,286 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22®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.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET) Condos [](https://www.expedia.com/Hotel-Search?destination=Montgomery%2C+New+York%2C+United+States+of+America®ionId=8728&latLong=41.527596%2C-74.236816&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-Chalets.d8728-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-Chalets.d8728-aaChalets.Travel-Guide-Accommodation) ## Top Montgomery Hotel Reviews ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "Nice hotel. Great staff. " [](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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 "Clean room" [](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Clean room" [](https://expedia.com/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.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 "Great stay" [](https://expedia.com/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Best staff ever great location." [](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Room was clean- " [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "My stay was wonderful. Even though the TVs were down the stay was still pleasant. The staff was friendly and sympathetic to the inconvenience. The food from the lobby was excellent!! Best burger I’ve had by far! Breakfast was amazing as well! I’d definitely stay again" [](https://expedia.com/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "Room was clean and comfortable. Staff was so friendly. Would definitely stay here again " [](https://expedia.com/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Borland House Inn](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293_y.jpg) ### Borland House Inn 10/10 Excellent "Lovely antique home beautifully cared for. We felt comfy and safe. Fun little pub down the street. Breakfast was delicious!" [](https://expedia.com/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ## Find out more about Montgomery ## Montgomery Chalets information | Number of reviews | 23 | | ----------------- | --------- | | Accommodation | 7 Chalets | | Lowest Price | $314 | | Highest Price | $1,286 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Orange County ](https://www.expedia.com/Orange-County-Airport-Hotels.0-aMGJ-0.Travel-Guide-Filter-Hotels) - [Motels in Maybrook ](https://www.expedia.com/Maybrook-Motels.d10173-aaMotels.Travel-Guide-Accommodation) - [Resorts in Maybrook ](https://www.expedia.com/Maybrook-Resorts.d10173-aaResorts.Travel-Guide-Accommodation) - [Cabin Rentals in Maybrook ](https://www.expedia.com/Maybrook-Cabins.d10173-aaCabins.Travel-Guide-Accommodation) - [Cottages in Maybrook ](https://www.expedia.com/Maybrook-Cottages.d10173-aaCottages.Travel-Guide-Accommodation) - 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[Flights to New York ](https://www.expedia.com/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights from Atlanta (ATL) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/atl/mgj/atlanta-to-montgomery) - [Flights from New York (JFK) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/jfk/mgj/new-york-to-montgomery) - [Flights from Trenton (TTN) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/ttn/mgj/trenton-to-montgomery) - [Flights from Chicago (ORD) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/ord/mgj/chicago-to-montgomery) - [Flights from Denver (DEN) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/den/mgj/denver-to-montgomery) - [Flights from Boston (BOS) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/bos/mgj/boston-to-montgomery) - [Flights from Los Angeles (LAX) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/lax/mgj/los-angeles-to-montgomery) - [Flights from Nashville (BNA) to Montgomery (MGJ) ](https://www.expedia.com/lp/flights/bna/mgj/nashville-to-montgomery) - 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