Title: Hillsdale Vacation Packages & Trips 2025/2026 | Expedia.ca [Hillsdale Travel Guide](https://expedia.ca/Hillsdale.dx183683)[Hotels in Hillsdale](https://expedia.ca/Hillsdale-Hotels.d183683.Travel-Guide-Hotels)[Vacation Rentals in Hillsdale](https://expedia.ca/Hillsdale-Vacation-Rentals.d183683.Travel-Guide-VacationRentals)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d183683.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Hillsdale 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 Hillsdale Vacation The rich history and welcoming locals are just the beginning of the things Hillsdale has to offer. Experience the sights and sounds of this captivating city the way you want with a customized Hillsdale vacation package. Every trip to Hillsdale just has to include a bit of sightseeing. Where to first? [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hillsdale.d553248621532664791.Vacation-Attraction) and [Taconic State Park](https://www.expedia.ca/Taconic-State-Park-New-York.d553248621532664790.Vacation-Attraction) are key attractions. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Hillsdale vacation is easy with Expedia. ## Ready to book your vacation to Hillsdale? Choose your dates ## Hillsdale Hotel Deals ![The Brooks Motel](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Brooks Motel 2871 New York 23, Hillsdale, NY Fully refundableReserve now, pay when you stay CA $164 CA $184 total Oct 8 - Oct 9 includes taxes & fees 7.6/10 Good! (102 reviews) "Clean, stylish and simple. Exactly what I was hoping for." Reviewed on Sep 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F10%2F2025&endDate=09%2F10%2F2025&selected=96999590&PinnedHotelID=96999590&HadPinnedHotel=true®ionId=183683) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Berkshire Mountain Lodge 8 Dan Fox Dr, Pittsfield, MA Fully refundableReserve now, pay when you stay CA $124 CA $169 total Oct 21 - Oct 22 includes taxes & fees 8.8/10 Excellent! (678 reviews) "Great lodge with 1 bedroom suites and fully stocked kitchens" Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=183683) ![Postcard Cabins Eastern Catskills](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Postcard Cabins Eastern Catskills 282 Cairo Junction Rd, Catskill, NY 9.4/10 Exceptional! (90 reviews) "Absolutely loved my stay. They think about everything and anything that you may need." Reviewed on Oct 7, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&selected=109129528&PinnedHotelID=109129528&HadPinnedHotel=true®ionId=183683) [](https://expedia.ca/Hotel-Search?startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&selected=109129528&PinnedHotelID=109129528&HadPinnedHotel=true®ionId=183683) [See all 1,817 properties in Hillsdale](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F10%2F2025&endDate=09%2F10%2F2025®ionId=183683) 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 ![QR code to download the app](data:image/png;base64,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)