Title: Top Chalets in Town of Wappinger in 2026 | Expedia.ca [Town of Wappinger Hotels](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Hotel-Destinations)[Vacation Rentals in Town of Wappinger](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Vacation-Rental-Destinations)[Town of Wappinger Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Wappinger.d553248635976002360.Car-Rental-Destinations)[Town of Wappinger Vacations](https://expedia.ca/Town-Of-Wappinger.d553248635976002360.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 In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&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.ca/Hotel-Search?regionId=553248635976002360&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.ca/Hotel-Search?regionId=553248635976002360&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.ca/Hotel-Search?regionId=553248635976002360&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) ## Top Cities in Town of Wappinger ![Panoramic view from Bear Mountain](https://images.trvl-media.com/place/56028/2be41f76-ad2a-4932-8fe8-129e205f022d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wappingers Falls [](https://expedia.ca/Wappingers-Falls-Chalets.d56028-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Town of Wappinger chalets ![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) ![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) "Beautiful " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Genevieve D. CA $369 CA $910 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.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) ![Dining](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/96050ad7.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) ### 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 (8 reviews) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. CA $242 CA $416 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/225a2715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/73b79f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/a31edc8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/6aad90f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Lake front chalet with backyard and fire pit. Dog friendly. [](https://www.expedia.ca/Carmel-Hotels-Enchanting-Lake-Front-Chalet-With-Backyard-And-Fire-Pit-Dog-Friendly.h113905396.Hotel-Information) Carmel Hamlet 10/10 Exceptional (2 reviews) "Great place, responsive host. Would return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian S. [](https://www.expedia.ca/Carmel-Hotels-Enchanting-Lake-Front-Chalet-With-Backyard-And-Fire-Pit-Dog-Friendly.h113905396.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=2026-02-22&endDate=2026-02-23®ionId=553248635976002360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Wappinger%2C+New+York%2C+United+States+of+America®ionId=553248635976002360&latLong=41.596489%2C-73.900711&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&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%2FTown-Of-Wappinger-Chalets.d553248635976002360-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Wappinger-Chalets.d553248635976002360-aaChalets.Travel-Guide-Accommodation) ## Top Town of Wappinger Hotel Reviews ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "👍" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg) ### Courtyard by Marriott Fishkill 10/10 Excellent "Had an amazing stay at Courtyard by Marriott Fishkill! Tyler at the front desk was super attentive, pleasant, and welcoming from the start. He had great recommendations for restaurants and gyms in the area, which was really helpful. I was also pleasantly surprised to be added to the complimentary breakfast without even asking — such a nice touch! Overall, a great experience and I’d definitely stay here again." [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.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 "Everything was great" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![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 "We had a very nice stay. The room was so clean. The staff was " [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.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.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott 10/10 Excellent "The staff is incredibly courteous and helpful. The room is immaculate. Every amenity and convenience is considered in making your stay a pleasure. " [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.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.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Awesome" [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.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 "Nice staff and beds!" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ## Find out more about Town of Wappinger ## Town of Wappinger Chalets information | Number of reviews | 24 | | ----------------- | --------- | | Accommodation | 3 Chalets | | Lowest Price | CA $416 | | Highest Price | CA $910 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Fishkill ](https://www.expedia.ca/4Star-Fishkill-Hotels.s40-0-d55704.Travel-Guide-Filter-Hotels) - [Castles in Castle Point ](https://www.expedia.ca/Castle-Point-Castles.d3000448175-aaCastles.Travel-Guide-Accommodation) - [Guest Houses in Castle Point ](https://www.expedia.ca/Castle-Point-Guest-Houses.d3000448175-aaGuestHouses.Travel-Guide-Accommodation) - [Castle Point Hotels ](https://www.expedia.ca/Castle-Point-Hotels.d3000448175.Travel-Guide-Hotels) - [Guest Houses in Chelsea ](https://www.expedia.ca/Chelsea-Guest-Houses.d553248635976431034-aaGuestHouses.Travel-Guide-Accommodation) - 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