Title: Hillside Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Hillside](https://expedia.ca/Hillside-Hotels.d6348416.Travel-Guide-Hotels)[Vacation Rentals in Hillside](https://expedia.ca/Hillside-Vacation-Rentals.d6348416.Travel-Guide-VacationRentals)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d6348416.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) # Hillside 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 ## Ready to book your vacation to Hillside? Choose your dates ## Hillside Hotel Deals ![Hillside Colorado Cottages near Westcliffe](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/39a40719_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hillside Colorado Cottages near Westcliffe 59424 Highway 69 Hillside CO CA $161 CA $225 total Apr 20 - Apr 21 includes taxes & fees 9.8/10 Exceptional! (93 reviews) It was a nice and cozy cottage that suited my little dog and I. Very clean and had what you needed. I’m sure I’ll be back with my family next time. Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=12425252&PinnedHotelID=12425252&HadPinnedHotel=true®ionId=6348416) ![Quiet, Cozy and Quaint Log Cabin Living!](https://images.trvl-media.com/lodging/46000000/45150000/45145700/45145647/d0454195_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Quiet, Cozy and Quaint Log Cabin Living! Cotopaxi CO 10/10 Exceptional! (103 reviews) Perfect spot for a secluded getaway. Everything just as described and great instructions for everything involved with the stay. Reviewed on Mar 20, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F04%2F2026&endDate=18%2F04%2F2026&selected=45145647&PinnedHotelID=45145647&HadPinnedHotel=true®ionId=6348416) [](https://expedia.ca/Hotel-Search?startDate=17%2F04%2F2026&endDate=18%2F04%2F2026&selected=45145647&PinnedHotelID=45145647&HadPinnedHotel=true®ionId=6348416) ![Dark Sky Suites](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/cc279ed8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dark Sky Suites 110 S 2nd St Westcliffe CO CA $169 CA $208 total Apr 20 - Apr 21 includes taxes & fees 9/10 Wonderful! (159 reviews) The only reason that I didn't give them four stars is that there was so much light on the front of the building that you could not sit on the chairs and see any stars. I assumed that a place called dark skies would have lights that are motion sensored or more dim so that you could take in the night ... Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=60380754&PinnedHotelID=60380754&HadPinnedHotel=true®ionId=6348416) [See all 139 properties in Hillside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=6348416) 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