Title: Book the Best Highland Hills Ski Hotels in 2025 from CA $133 | Expedia.ca [Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Highland Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Hills.d6132236.Car-Rental-Guide)[Highland Hills Vacations](https://expedia.ca/Highland-Hills.d6132236.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Highland Hills, IL from CA $133 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Highland Hills Ski Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132236&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Hills Ski Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Club Suite, 1 Bedroom, Terrace](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/b05818ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/845af4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/92df4fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Chicago Lombard Lombard 8.8/10 Excellent (1096) "It was very close to everything I needed I felt safe as a solo traveler Thanks" CA $166 CA $184 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Lombard.h1690548.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/0173b9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/fb7f1732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/1bb253c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13300/13266/aa806761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Lisle near Naperville Lisle 7.6/10 Good (1021) "Staff was very nice hotel room was very clean" CA $138 CA $153 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Lisle-Near-Naperville.h13266.Hotel-Information) ![TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/c7c7670d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/24d70899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/5a7c62e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32667500/32667464/8b7d2c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Castle | Majestic Lake View | Soak Lake Arrowhead 9.6/10 Exceptional (61) "We stayed one night for a quick but very relaxing stay. Beds were very comfortable. The home was beautiful. Whole experience was really great. We’ll be back! " CA $257 CA $710 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Lake-Arrowhead-Hotels-The-Castle-Majestic-Lake-View-Soak.h32667464.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/267c108a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b02b5cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/3706aabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b071d2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central Lisle 9.4/10 Exceptional (16) "Convenient location to family that lives in the area" CA $134 CA $370 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14241/e1f8abe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/14300/14241/712fa79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/14300/14241/7b232195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14241/08cc5821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Hoffman Estates, IL Hoffman Estates 7.8/10 Good (1010) "Yhe accommodations were adequate. " CA $118 CA $133 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h14241.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892900/892849/93576bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/1000000/900000/892900/892849/f01a63c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892849/a1c8098d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/900000/892900/892849/d7204570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Chicago Bloomingdale Bloomingdale 8.4/10 Very good (343) "It was a relaxing place to stay." CA $163 CA $182 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Bloomingdale.h892849.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=2025-10-28&endDate=2025-10-29®ionId=6132236&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Hills Hotel Reviews ![SureStay Plus Hotel by Best Western Chicago Lombard](//images.trvl-media.com/lodging/1000000/20000/10700/10641/81e2d310_y.jpg) ### SureStay Plus Hotel by Best Western Chicago Lombard 10/10 Excellent "Patrick was very helpful and nice." [](https://expedia.ca/Chicago-Hotels-SureStay-Plus-Hotel-By-Best-Western-Chicago-Lombard.h10641.Hotel-Information) ![Motel 6 Naperville, IL](//images.trvl-media.com/lodging/1000000/10000/9300/9225/4ecd9a2e_y.jpg) ### Motel 6 Naperville, IL 10/10 Excellent "I love this motel. I am regular now here" [](https://expedia.ca/Chicago-Hotels-Motel-6-Naperville.h9225.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in York Center](https://www.expedia.ca/2Star-York-Center-Chicago-Hotels.s20-n6132296-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Lombard](https://www.expedia.ca/4Star-Lombard-Hotels.s40-0-d8393.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Green-Sustainable.0-0-d178248-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-A-Lazy-River.0-0-d178248-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - 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[Omni Hotels in York Center](https://www.expedia.ca/York-Center-Chicago-Hotels-Omni.0-n6132296-0--bOmni.Travel-Guide-Filter-Hotels) - [York Center Hotels](https://www.expedia.ca/York-Center-Chicago-Hotels.0-n6132296-0.Travel-Guide-Filter-Hotels) - [Hotels near Yorktown Shopping Center](https://www.expedia.ca/Yorktown-Shopping-Center-Hotels.0-l6227539-0.Travel-Guide-Filter-Hotels) - [Flights to Lombard](https://www.expedia.ca/Cheap-Flights-To-Lombard.d8393.Travel-Guide-Flights) - [Flights to Oak Brook](https://www.expedia.ca/Cheap-Flights-To-Oak-Brook.d9218.Travel-Guide-Flights) - [Flights from Oak Brook](https://www.expedia.ca/lp/flights/9218/flights-from-oak-brook) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Visit Oakbrook Terrace](https://www.expedia.ca/Oakbrook-Terrace.dx9064) - [Visit Villa Park](https://www.expedia.ca/Villa-Park.dx7471) - [Yorktown Shopping Center](https://www.expedia.ca/Yorktown-Shopping-Center-Chicago.d6227539.Vacation-Attraction) - [Car rental Lombard](https://www.expedia.ca/Car-Rentals-In-Lombard.d8393.Car-Rental-Guide) - [Enterprise Rental Cars in Oakbrook Terrace](https://www.expedia.ca/Enterprise-Car-Rentals-In-Oakbrook-Terrace.d9064-c15.Car-Rental-Guide-Suppliers) - [Lombard Vacation Rentals](https://www.expedia.ca/Lombard-Vacation-Rentals.d8393.Travel-Guide-VacationRentals) - [Things to do in Oak Brook](https://www.expedia.ca/Things-To-Do-In-Oak-Brook.d9218.Travel-Guide-Activities) - [Things to do in Villa Park](https://www.expedia.ca/Things-To-Do-In-Villa-Park.d7471.Travel-Guide-Activities) - [Book Hotels in Highland Hills on Expedia.com](https://www.expedia.com/Highland-Hills-Chicago-Hotels-Ski-Hotel.0-n6132236-0-tSkiHotel.Travel-Guide-Filter-Hotels)