Title: Bearsville Guest Houses from CA $200 | Expedia.ca [Hotels in Bearsville](https://expedia.ca/Bearsville-Hotels.d3000448019.Travel-Guide-Hotels)[Vacation Rentals in Bearsville](https://expedia.ca/Bearsville-Vacation-Rentals.d3000448019.Travel-Guide-VacationRentals)[Bearsville Car Rentals](https://expedia.ca/Car-Rentals-In-Bearsville.d3000448019.Car-Rental-Guide)[Bearsville Vacation Packages](https://expedia.ca/Bearsville.d3000448019.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) # Search Guest Houses in Bearsville from CA $200 ![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=3000448019&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=3000448019&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=3000448019&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=3000448019&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Bearsville Guest Houses ![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/99000000/98420000/98419800/98419785/8b6de4c8.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) ![Private kitchen](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d3b66550.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 $278 CA $389 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![The Turquoise Room | Bathroom](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff872bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Vly Room)](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/b6179fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/47efddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Turquoise Room | Bathroom](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff655f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shadowcrest Fleischmanns 9.8/10 Exceptional (258) "Loved everything about my stay! Room was wonderful and the bed was heavenly! House decorated & furnished beautifully! The porch was so comfortable & cozy! Sitting out there was so peaceful & serene!! Brenden was fantastic!! Would highly recommend staying at Shadowcrest!!" CA $182 CA $200 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) ![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) ![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) ![Deluxe Suite, 1 Queen Bed](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/67e7a8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck Kingston 9.4/10 Exceptional (156) "Very nice property charming " CA $150 CA $246 total includes taxes & fees Oct 5 - Oct 6 [](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) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/245a3e04.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 9.6/10 Exceptional (10) "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." CA $117 CA $308 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Mount-Tremper-Hotels-Catskills-Hideaway-Minutes-From-Skiing.h78574036.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/18fc7be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/9d797d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/cca44ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3. Pink Clouds | Living area](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/d87ca49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beds on Clouds Windham 7.4/10 Good (67) "Great spot for a weekend getaway" CA $255 CA $276 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/520320e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/f4ac13fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/933e746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/6e51a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hits | Catskills Views | Pet Friendly | Studio Saugerties 10/10 Exceptional (3) "Great property just down the road from HITS. It was as described and very comfortable. We would stay here again. " CA $208 CA $408 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Catskills-Views-Pet-Friendly-Studio.h110435647.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/083586ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f590a752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gables of Rhinebeck Inn Rhinebeck 9.2/10 Wonderful (110) "Large clean room. Comfy beds. Great location. Lovely stay!!" CA $329 CA $403 total includes taxes & fees Oct 7 - Oct 8 [](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/79000000/78270000/78268900/78268801/4d80c157.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) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/839deed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn Woodstock 9.6/10 Exceptional (85) "Just lovely all around! I loved the attention to detail inside and on the grounds." CA $305 CA $342 total includes taxes & fees Nov 3 - Nov 4 [](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=2025-10-17&endDate=2025-10-18®ionId=3000448019&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%2FBearsville-Guest-Houses.d3000448019-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBearsville-Guest-Houses.d3000448019-aaGuestHouses.Travel-Guide-Accommodation) ## Top Bearsville Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Located on the outskirts of windham , a nice hotel with large bedrooms and plenty of parking " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Woodstock Way Hotel](//images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Near waterfall and fun record collection" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "Beautiful spot " [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Postcard Cabins Eastern Catskills](//images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg) ### Postcard Cabins Eastern Catskills 10/10 Excellent "Cabin was equipped with everything and clean. Easy process to check in. The views are beautiful " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hampton Inn Kingston](//images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Clean room, friendly staff." [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.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 "Excellent breakfast, clean facility….." [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](//images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "We had a wonderful stay at this resort! The staff were very friendly and helpful! The property was clean and very comfortable!! Outside our room we had a Mountain View and the colors were amazing. Easy walk to the mountain base and ski lodge where the Oktoberfest was being held. The hotel included great amenities including a pool, hot tubs, workout room, spa, sauna and outdoor fire pit. On site restaurant was convenient but closed at 9 pm. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.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 "Clean and great" [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Hutton Brickyards Riverfront Hotel + Venue](//images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w1300h849x0y2-4df25125_y.jpg) ### Hutton Brickyards Riverfront Hotel + Venue 10/10 Excellent "The rooms were clean and the view was great. " [](https://expedia.ca/Kingston-Hotels-Hutton-Brickyards.h66348162.Hotel-Information) ## Find out more about Bearsville ## Bearsville Guest Houses information | Number of reviews | 751 | | --- | --- | | Accommodation | 17 Guest Houses | | Lowest Price | CA $200 | | Highest Price | CA $408 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Shady](https://www.expedia.ca/3Star-Shady-Woodstock-Hotels.s30-n553248635976471788-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Woodstock](https://www.expedia.ca/5Star-Woodstock-Hotels.s50-0-d176573.Travel-Guide-Filter-Hotels) - [Hotels near Ashokan Rail Trail- Woodstock Dike Trailhead](https://www.expedia.ca/Ashokan-Rail-Trail-Woodstock-Dike-Trailhead-Hotels.0-l553248635997964716-0.Travel-Guide-Filter-Hotels) - [Hotels near Bethel Woods Museum](https://www.expedia.ca/Bethel-Woods-Museum-Hotels.0-l553248621533116650-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Boiceville](https://www.expedia.ca/Boiceville-Hotels-Pet-Friendly-Hotel.0-0-d81287-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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