Title: Woodbury Guest Houses from CA $265 | 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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-04-10&endDate=2026-04-12&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 | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5e918972.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 (188 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 $234 CA $265 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) ![Smart TV, video-game console, Netflix, books](https://images.trvl-media.com/lodging/97000000/96740000/96735100/96735071/f59c00d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console, Netflix, books](https://images.trvl-media.com/lodging/97000000/96740000/96735100/96735071/fcd6a175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96740000/96735100/96735071/4bd988ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96740000/96735100/96735071/e5470afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Homey Haven Away from Home [](https://www.expedia.ca/Bristol-Hotels-Cozy-Suite-For-Quick-Getaways-Pet-Friendly.h96735071.Hotel-Information) Bristol 9.6/10 Exceptional (10 reviews) "It's a fun, funky little place, that had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy A. CA $255 CA $533 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Bristol-Hotels-Cozy-Suite-For-Quick-Getaways-Pet-Friendly.h96735071.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=2026-02-28&endDate=2026-03-01®ionId=176243&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_176243) ![](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 ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Great hot breakfast, quiet rooms. Overall looks nicely renovated, but there are some minor defects " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121_y.jpg) ### Hampton Inn Danbury 10/10 Excellent "Spotless, great bar and restaurant. Very close to LGA" [](https://expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Graduate by Hilton New Haven](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/f203cc93_y.jpg) ### Graduate by Hilton New Haven 10/10 Excellent "Loved everything about the hotel - great location, quaint and cozy rooms, clean, friendly staff and lots of character!" [](https://expedia.ca/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information) ![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "The staff was so friendly and accommodating and the hotel is well kept and very clean. " [](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Courtyard New Haven at Yale](https://images.trvl-media.com/lodging/1000000/30000/25300/25273/89078fdd_y.jpg) ### Courtyard New Haven at Yale 10/10 Excellent "Good" [](https://expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-At-Yale.h25273.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Hotel was nice. Love having a restaurant and bar on site especially since it was snowing" [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Extended Stay America Suites Shelton Fairfield County](https://images.trvl-media.com/lodging/1000000/210000/202500/202426/a5148ba2_y.jpg) ### Extended Stay America Suites Shelton Fairfield County 10/10 Excellent "Very convenient, the staff was amazing. Very peaceful. Rooms were clean and beds were comfortable. Most definitely will be coming back again. " [](https://expedia.ca/New-Haven-Hotels-Extended-Stay-America-Suites-Shelton-Fairfield-County.h202426.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Absolutely amazing " [](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/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Hotel was very nice and room was clean. Staff was super friendly. " [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ## Find out more about Woodbury ## Woodbury Guest Houses information | Number of reviews | 198 | | ----------------- | -------------- | | Accommodation | 8 Guest Houses | | Lowest Price | CA $265 | | Highest Price | CA $533 | ## 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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