Title: Top Guest Houses in Town of Wappinger in 2025 | 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) # Guest Houses in Town of Wappinger ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Guest Houses in Town of Wappinger ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/35612267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![#4-Dream Catcher Suite](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/6051640b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/8b6de4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d719a131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moondance Ridge Bed & Breakfast New Paltz 9.4/10 Exceptional (71) "Clean and comfortable room. Great location." CA $277 CA $389 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/b2f9fdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/c2a856d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/faf4467b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5e918972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station Inn Pawling Pawling 9.2/10 Wonderful (177) "Very clean. " CA $300 CA $339 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/42814a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/783199d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/8858552c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/f475e9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz Pine Bush 9.8/10 Exceptional (103) "We enjoyed our stay" [](https://www.expedia.ca/Pine-Bush-Hotels-Large-Secluded-Private-Estate-Accommodates-18-12-Min-From-Town-Of-New-Paltz.h29873037.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/ffbf4c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w508h683x258y0-89799b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w504h683x261y0-453a5532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w1018h683x3y0-f82b1196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. Brewster 10/10 Exceptional (12) "My girlfriend and I had a lovely stay at this cottage, very cozy in the wintertime with great natural light and lakeside views. Breakfast was excellent, Orestes was very hospitable and kept a very clean place. Loved the fireplace and proximity to nearby Beacon. Would absolutely stay again! Perfect getaway from the city." [](https://www.expedia.ca/Brewster-Hotels-The-Cottage-By-The-Lake-Hudson-Valley-Indulgence.h100698173.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=2025-10-17&endDate=2025-10-18®ionId=553248635976002360&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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-Guest-Houses.d553248635976002360-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Wappinger-Guest-Houses.d553248635976002360-aaGuestHouses.Travel-Guide-Accommodation) ## Top Town of Wappinger Hotel Reviews ![Holiday Inn Express Poughkeepsie by IHG](//images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "This place has one of the best showers! The water pressure is almost like getting power washed. My husband loved it! Convient to Main St Poughkeepsie for dining options." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Sleep Inn & Suites Monroe - Woodbury](//images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "The room was clean, the air conditioning was effective and not noisy, parking was easy, and the staff was friendly and competent. Breakfast was adequate and in a nice room off the lobby. This is a fine hotel if you are visiting the Monroe area." [](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "T" [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Friendly staff, clean rooms. Could use better seating." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The room was spacious, clean, and comfortable. There is direct TV available for entertainment. Breakfast was nice. The presence of a pool and hot tub is great too. This hotel accepts dogs and cats 50 lbs and under with additional fee." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "When it comes to a pleasant surprise, this was definitely IT! Clean, comfortable, inexpensive, friendly, renovated, and (did I mention) inexpensive!?? Adorable little breakfast area with complimentary breakfast foods as well. " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](//images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "This hotel was wonderful. We attended a concert at the Civic Center and staying here was so convenient. Very clean, friendly staff, " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Quality Inn Poughkeepsie](//images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg) ### Quality Inn Poughkeepsie 10/10 Excellent "Really wonderful staff." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ![Inn on the Hudson](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 8/10 Good "The view is gorgeous; I was able to check in a little early; it's within walking distance of the train station; and the room was clean overall. The tub was a bit mildewy, but other than that, it was fine for a short stay. Breakfast was only bagged and to go. There was coffee and tea in the lobby morning and evening. " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ## Find out more about Town of Wappinger ## Town of Wappinger Guest Houses information | Number of reviews | 330 | | --- | --- | | Accommodation | 4 Guest Houses | | Lowest Price | CA $339 | | Highest Price | CA $389 | ## 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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[Flights from Toronto (YYZ) to Poughkeepsie (POU)](https://www.expedia.ca/lp/flights/yyz/pou/toronto-to-poughkeepsie) - [Visit Brinckerhoff](https://www.expedia.ca/Brinckerhoff.dx553248634999082824) - [Visit Castle Point](https://www.expedia.ca/Castle-Point.dx3000448175) - [Visit Fishkill](https://www.expedia.ca/Fishkill.dx55704) - [Visit Marlboro](https://www.expedia.ca/Marlboro.dx6173889) - [Visit Red Oaks Mill](https://www.expedia.ca/Poughkeepsie-Red-Oaks-Mill.dx553248634998900489) - [Car rentals in Budget Ottostr. 2](https://www.expedia.ca/Budget-at-Ottostr-2-Aschersleben-DEU.v55704.Car-Rental-Guide-Location) - [Rental cars Dutchess County airport](https://www.expedia.ca/Car-Rentals-In-Dutchess-County.d6031206.Car-Rental-Guide) - [Car rental Fishkill](https://www.expedia.ca/Car-Rentals-In-Fishkill.d55704.Car-Rental-Guide) - [Hertz Rental Cars in Fishkill](https://www.expedia.ca/Hertz-Car-Rentals-In-Fishkill.d55704-c40.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Wappingers Falls](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Wappingers-Falls.d56028-c42.Car-Rental-Guide-Suppliers) - 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