Title: Woodbury Guest Houses from CA $235 | Expedia.ca [Hotels in Woodbury](https://expedia.ca/Woodbury-Hotels.d176243.Travel-Guide-Hotels)[Vacation Rentals in Woodbury](https://expedia.ca/Woodbury-Vacation-Rentals.d176243.Travel-Guide-VacationRentals)[Woodbury Car Rentals](https://expedia.ca/Car-Rentals-In-Woodbury.d176243.Car-Rental-Guide)[Woodbury Vacation Packages](https://expedia.ca/Woodbury.d176243.Destination-Travel-Guides) ![Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA](https://images.trvl-media.com/place/176243/8b54eb68-713c-4dbe-aa0d-dadb147aaa07.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/176243/8b54eb68-713c-4dbe-aa0d-dadb147aaa07.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 [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodbury 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) ![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) ![43-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/90bbcbba.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 9.2/10 Wonderful (189 reviews) "We’ve stayed at Station Inn several times and have always enjoyed our stay. Very homey and convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila CA $208 CA $235 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.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=2026-04-20&endDate=2026-04-21®ionId=176243&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%2FWoodbury-Guest-Houses.d176243-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoodbury-Guest-Houses.d176243-aaGuestHouses.Travel-Guide-Accommodation) ## Top Woodbury Hotel Reviews ![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg) ### Best Western Danbury/Bethel 8/10 Good "Hotel was nice, breakfast was rather good, but bed was easy to hard for my liking. " [](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information) ![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "Nice friendly staff" [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 10/10 Excellent "Quiet Clean Excellent food...5 stars all around." [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Rooms were clean and staff was friendly. Complementary breakfast was ideal. Thank you." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Everything was excellent.." [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Staff were outstanding making the stay better than expected." [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "We had a few personal requests that were met , and exceeded." [](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/6990d1ac_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "Great staff" [](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 8/10 Good "I had checked before we arrived to be sure breakfast was available. On line it indicated that breakfast was again being served. I did not see that breakfast was not available on Tuesday." [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ## Find out more about Woodbury ## Woodbury Guest Houses information | Number of reviews | 189 | | ----------------- | -------------- | | Accommodation | 7 Guest Houses | | Lowest Price | CA $235 | | Highest Price | CA $235 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Oakville ](https://www.expedia.ca/5Star-Oakville-Hotels.s50-0-d3000430361.Travel-Guide-Filter-Hotels) - [Hotels near Abbey of Regina Laudis ](https://www.expedia.ca/Abbey-Of-Regina-Laudis-Hotels.0-l553248621532664759-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bethlehem ](https://www.expedia.ca/Bethlehem-Agritourism.d6340883-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bethlehem ](https://www.expedia.ca/Bethlehem-Apart-Hotels.d6340883-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bethlehem ](https://www.expedia.ca/Bethlehem-Bed-And-Breakfast.d6340883-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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