Title: Highland Vacation Packages & Trips 2026 from CA $1,199 | Expedia.ca [Hotels in Highland](https://expedia.ca/Highland-Hotels.d8344.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.ca/Highland-Vacation-Rentals.d8344.Travel-Guide-VacationRentals)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d8344.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8344/95211250-8e99-4d65-bafe-edab1d5370f5.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Highland 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 Highland Vacation When a getaway to the city is calling your name, answer it with a vacation package to Highland. With all your travel arrangements under control before you go, all you need to do here is focus on making unforgettable memories. [Korte Recreation Center](https://www.expedia.ca/Korte-Recreation-Center-Highland.d553248621532655950.Vacation-Attraction) and [Silver Lake Park](https://www.expedia.ca/Silver-Lake-Park-Highland.d553248621532655951.Vacation-Attraction) are among the top attractions to tour during your trip to Highland. Whoever you're going away with and whatever the size of your budget, your dream Highland vacation is only clicks away with Expedia. ## Top Highland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel CA $1,199 per person Mar 19 - Mar 26 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 9.2/10 Wonderful! (1,600 reviews) Clean room and easy parking. Reviewed on Feb 2, 2026 ![Hilton Garden Inn Chesterfield](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/c23cebe0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Chesterfield CA $1,557 per person Mar 21 - Mar 28 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.2/10 Very Good! (779 reviews) Staff was informative during check-in. Room was clean and the TV even had WELCOME with my name on it. Would stay here again. Reviewed on Dec 22, 2025 ![Landing Apartments - Eureka](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975875/80055f3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments - Eureka CA $1,822 per person Mar 19 - Mar 26 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) No reviews ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/b6ec06de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire CA $1,527 per person Mar 19 - Mar 26 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.6/10 Excellent! (1,002 reviews) I love the whole "English Tudor" vibe at the hotel. The room was clean and well-appointed. The staff is friendly and the hotel lounge is a fun place to unwind. Reviewed on Feb 6, 2026 ![Angad Arts Hotel St. Louis, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/28000000/27620000/27617000/27616925/25bc97a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Angad Arts Hotel St. Louis, Tapestry Collection by Hilton Grand Center CA $1,605 per person Mar 19 - Mar 26 found 20 hours ago Roundtrip non-stop flight included Edmonton (YEG) to St. Louis (STL) 8.8/10 Excellent! (1,022 reviews) It was good and beautiful on the inside. Loved all the art. The bed was comfy and the room was like an apartment .The only thing that stunk is that there wasn't a microwave in the room. But there was one on the floor so it worked out. Reviewed on Feb 3, 2026 ## Ready to book your vacation to Highland? Choose your dates ## Highland Hotel Deals ![Seasons Inn & Suites Highland](https://images.trvl-media.com/lodging/1000000/210000/202600/202597/2c52f69d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Seasons Inn & Suites Highland 20 Central Blvd Highland IL Fully refundableReserve now, pay when you stay 8/10 Very Good! (629 reviews) We stayed here at the end of March and the hotel was under complete rehabbing. Bet October not much progress has been made. Room furniture has not been replaced. Heavily worn. Reviewed on Oct 17, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=202597&PinnedHotelID=202597&HadPinnedHotel=true®ionId=8344) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=202597&PinnedHotelID=202597&HadPinnedHotel=true®ionId=8344) ![Craftsman styled home in the heart of downtown Highland](https://images.trvl-media.com/lodging/84000000/83030000/83023000/83022918/ade77e3b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Craftsman styled home in the heart of downtown Highland Highland IL 9.8/10 Exceptional! (71 reviews) Our location and space in the house. Reviewed on Jan 15, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=83022918&PinnedHotelID=83022918&HadPinnedHotel=true®ionId=8344) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=83022918&PinnedHotelID=83022918&HadPinnedHotel=true®ionId=8344) ![The Loft on the Square](https://images.trvl-media.com/lodging/106000000/105590000/105588900/105588816/01a94e8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Loft on the Square Highland IL 10/10 Exceptional! (6 reviews) Our 2nd stay at this property, and our experience was amazing once again. The host decorated for the holidays, and it made our stay even more special. All of the added touches are so well done. We will be back! Reviewed on Dec 28, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=105588816&PinnedHotelID=105588816&HadPinnedHotel=true®ionId=8344) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=105588816&PinnedHotelID=105588816&HadPinnedHotel=true®ionId=8344) [See all 114 properties in Highland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=8344) 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