Title: Bearsville Vacation Packages & Trips 2026 | 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) ![](https://images.trvl-media.com/place/3000448019/4d681597-c1d6-46e3-9687-00f72f0f536f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Bearsville Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Bearsville Vacation Say farewell to planning hassles and hello to a Bearsville vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Kingston Stockade District, which is great for families, festivals and markets. [Overlook Mountain Trailhead](https://www.expedia.ca/Overlook-Mountain-Trailhead-Woodstock.d553248621532664652.Vacation-Attraction), [Bethel Woods Museum](https://www.expedia.ca/Bethel-Woods-Museum-Saugerties.d553248621533116650.Vacation-Attraction) and [Ashokan Rail Trail- Woodstock Dike Trailhead](https://www.expedia.ca/Ashokan-Rail-Trail-Woodstock-Dike-Trailhead-Kingston.d553248635997964716.Vacation-Attraction) are just some of the attractions worth checking out during your trip to Bearsville. A few quick clicks is all it takes to create the ideal Bearsville vacation on Expedia. ## Ready to book your vacation to Bearsville? Choose your dates ## Bearsville Hotel Deals ![Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/80926409_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat Bearsville NY 10/10 Exceptional! (128 reviews) Our family had a wonderful stay. Plenty of room for all adults and kids. The property and host (Valerie) were fantastic! We’ll definitely be back! Reviewed on Feb 25, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F04%2F2026&endDate=19%2F04%2F2026&selected=30039629&PinnedHotelID=30039629&HadPinnedHotel=true®ionId=3000448019) [](https://expedia.ca/Hotel-Search?startDate=18%2F04%2F2026&endDate=19%2F04%2F2026&selected=30039629&PinnedHotelID=30039629&HadPinnedHotel=true®ionId=3000448019) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d54367e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Kingston Hotel And Conference Center 503 Washington Ave Kingston NY Fully refundableReserve now, pay when you stay CA $149 CA $167 total Apr 23 - Apr 24 includes taxes & fees 7.6/10 Good! (1,000 reviews) Did not have breakfast. Special shoutout to James D. for his service, hospitality, guidance, friendliness and making our stay a wonderful one. Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F04%2F2026&endDate=24%2F04%2F2026&selected=6056&PinnedHotelID=6056&HadPinnedHotel=true®ionId=3000448019) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 282 Cairo Junction Rd Catskill NY CA $194 CA $270 total Apr 15 - Apr 16 includes taxes & fees 9.6/10 Exceptional! (188 reviews) This little cabin is all you need if you’re looking for a nice getaway in the Catskill mountains. Reviewed on Apr 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=109129528&PinnedHotelID=109129528&HadPinnedHotel=true®ionId=3000448019) [See all 2,474 properties in Bearsville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%2F2026®ionId=3000448019) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app