Title: Top Guest Houses 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 Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002360&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Town of Wappinger guest houses ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/1f1a24f6.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) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/ccdff4c7.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) ### Station Inn Pawling [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) Pawling 9.0/10 Wonderful (187 reviews) "First, we were upgraded to a King room/Blue Room at the Charter House. It was beautiful! Freshly redone with the the new smell still in the air. Space was spotless with fluffy towels, comfortable king bed, great pillows." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $238 CA $269 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) ![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) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/3c625498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/faaf036d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![#4-Dream Catcher Suite](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/0dadf9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moondance Ridge Bed & Breakfast [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) New Paltz 9.4/10 Exceptional (79 reviews) "Excellent all around." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/06d1abc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/971f53ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/d1a18b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873037/8e87fa25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz [](https://www.expedia.ca/Pine-Bush-Hotels-Large-Secluded-Private-Estate-Accommodates-18-12-Min-From-Town-Of-New-Paltz.h29873037.Hotel-Information) Pine Bush 9.8/10 Exceptional (105 reviews) "The 2 kitchens had everything we needed. So many options for our large family with so many young ones." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ann S. [](https://www.expedia.ca/Pine-Bush-Hotels-Large-Secluded-Private-Estate-Accommodates-18-12-Min-From-Town-Of-New-Paltz.h29873037.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w509h683x258y0-8889d6a2.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) ![Dining](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/ffbf4c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w507h683x259y0-b083950f.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!. [](https://www.expedia.ca/Brewster-Hotels-The-Cottage-By-The-Lake-Hudson-Valley-Indulgence.h100698173.Hotel-Information) Brewster 10/10 Exceptional (12 reviews) "Our stay at the cottage was really great, Orestes is an amazing host. The cottage was cozy, clean, and quiet and very dog friendly. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex J. [](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=2026-02-05&endDate=2026-02-06®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 ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Relaxing" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Everything was great. Nextdoor to a diner!" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Room was very clean, safe and quiet hotel. Friendly and helpful staff" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.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 "The front desk staff was amazing and very knowledgeable about the area. Gave us some good ideas for restaurants in the area. " [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Hilton Garden Inn Fishkill](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350_y.jpg) ### Hilton Garden Inn Fishkill 10/10 Excellent "Room was clean,Staff was very friendly and helpful " [](https://expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.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 "Hotel was Clean and the staff was nice. But the best part of my stay was the cookies they give you during check in. " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Nice relaxing place to stay off-season. Just make sure you like big dogs." [](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 "Very clean room" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Hampton Inn Fishkill](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e_y.jpg) ### Hampton Inn Fishkill 10/10 Excellent "Spacious room Clean Quiet Nice view of the mountains" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information) ## Find out more about Town of Wappinger ## Town of Wappinger Guest Houses information | Number of reviews | 354 | | ----------------- | -------------- | | Accommodation | 4 Guest Houses | | Lowest Price | CA $269 | | Highest Price | CA $269 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - 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