Title: Annandale-on-Hudson Guest Houses from CA $245 | Expedia.ca [Annandale-on-Hudson Travel Guide](https://expedia.ca/Annandale-On-Hudson.dx3000422040)[Hotels in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Hotels.d3000422040.Travel-Guide-Hotels)[Vacation Rentals in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Vacation-Rentals.d3000422040.Travel-Guide-VacationRentals)[Flights to Annandale-on-Hudson](https://expedia.ca/Cheap-Flights-To-Annandale-On-Hudson.d3000422040.Travel-Guide-Flights)[Annandale-on-Hudson Car Rentals](https://expedia.ca/Car-Rentals-In-Annandale-On-Hudson.d3000422040.Car-Rental-Guide)[Annandale-on-Hudson Vacation Packages](https://expedia.ca/Annandale-On-Hudson.d3000422040.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Annandale-on-Hudson from CA $245 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Annandale-on-Hudson Guest Houses ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/ecb4d351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite | Private kitchenette](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/38d379df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck Kingston 9.4/10 Exceptional (162) "Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $149 CA $245 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/a44caf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/6c0858ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/a49c8acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/c2e894dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills Hideaway w/ Sauna Minutes from Hiking Mount Tremper 9.8/10 Exceptional (11) "Loved staying at this property tucked away in Mt. Tremper. Walking distance to some great restaurants, the Zen buddhist monastery and good access to wifi. My dog also had a great time walking nearby. I wasn't sure where to dispose of my dog bags, but other than that, a perfect stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice H. CA $118 CA $309 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Mount-Tremper-Hotels-Catskills-Hideaway-Minutes-From-Skiing.h78574036.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/550202f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/083586ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f271195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/5f91bfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gables of Rhinebeck Inn Rhinebeck 9.2/10 Wonderful (112) "Large clean room. Comfy beds. Great location. Lovely stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $283 CA $346 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/4d80c157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn Woodstock 9.6/10 Exceptional (87) "Just lovely all around! I loved the attention to detail inside and on the grounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen CA $293 CA $329 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.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=2025-11-08&endDate=2025-11-09®ionId=3000422040&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%2FAnnandale-On-Hudson-Guest-Houses.d3000422040-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnnandale-On-Hudson-Guest-Houses.d3000422040-aaGuestHouses.Travel-Guide-Accommodation) ## Top Annandale-on-Hudson Hotel Reviews ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Will return. This was my 2nd stay. Love this property" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "We were excited to stay at historic inn. But we weren't in the building pictured but another building a few blocks away. Breakfast was paper plates and pretty lame, compared to average chains like Hampton Inn or Holiday Inn Express. The garbages were very full and it was disappointing. " [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Woodstock Way Hotel](//images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Super kind staff, comfy beds, beautifully constructed rooms! We love this hotel. " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Courtyard by Marriott Kingston](//images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Everything was perfect. Needed a few things and there was a Target within walking distance. Great service and nice room. " [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Residence Inn by Marriott Kingston](//images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "I was dismayed that only one of two elevators was working. I also found it inconvenient that there was only one ice machine for the entire property. But beyond these complaints, I had a very good stay at this hotel." [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](//images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "pricey, but worth it. The beds were SO comfortable" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![St. Charles Hotel](//images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/d1c362b4_y.jpg) ### St. Charles Hotel 10/10 Excellent "secure parking, clean room " [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ![Super 8 by Wyndham Kingston](//images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "The AC/Heating unit can’t be redirected from hitting the person on the right side of the bed. The room was clean, but missing a chair and a luggage rack. " [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "NA" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ## Find out more about Annandale-on-Hudson ## Annandale-on-Hudson Guest Houses information | Number of reviews | 369 | | --- | --- | | Accommodation | 14 Guest Houses | | Lowest Price | CA $245 | | Highest Price | CA $346 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Saugerties](https://www.expedia.ca/5Star-Saugerties-Hotels.s50-0-d6691.Travel-Guide-Filter-Hotels) - [Hotels near Bard College](https://www.expedia.ca/Bard-College-Hotels.0-l6093753-0.Travel-Guide-Filter-Hotels) - [Independent Hotels in Barrytown](https://www.expedia.ca/Barrytown-Hotels-Independent.0-0-d3000350670--bIndependent.Travel-Guide-Filter-Hotels) - 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