Title: Hotels by Hilton Hotels in Highwood | Expedia.ca [Highwood Travel Guide](https://expedia.ca/Highwood.dx115190)[Hotels in Highwood](https://expedia.ca/Highwood-Hotels.d115190.Travel-Guide-Hotels)[Vacation Rentals in Highwood](https://expedia.ca/Highwood-Vacation-Rentals.d115190.Travel-Guide-VacationRentals)[Flights to Highwood](https://expedia.ca/Cheap-Flights-To-Highwood.d115190.Travel-Guide-Flights)[Highwood Car Rentals](https://expedia.ca/Car-Rentals-In-Highwood.d115190.Car-Rental-Guide)[Highwood Vacation Packages](https://expedia.ca/Highwood.d115190.Destination-Travel-Guides) ![The most delicious cookies I have ever had, I'm sure you will agree!! ](https://images.trvl-media.com/place/115190/9180d4f9-8a61-426f-90dd-5f32691eae37.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tara Jabbari # Find Hotels by Hilton Hotels in Highwood - ![](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 prices for these dates Tonight [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 20 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-20&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=115190&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highwood Hilton Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/417e48d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/3fb360e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/e7e820fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago O'Hare Airport [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) O'Hare 8.2/10 Very good (2178) "The family room we stayed has a wide airport view, which I’m so impressed with." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Naw Kanyaw CA $270 CA $317 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/57f153c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/w3837h2560x3y0-c6a43ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/9640f98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Orrington / Evanston [](https://www.expedia.ca/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) Downtown Evanston 7.6/10 Good (1001) "Really nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wenhui CA $149 CA $171 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/de04732e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/239aa2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/d6539fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/7614da54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Rosemont Chicago O'Hare [](https://www.expedia.ca/Chicago-Hotels-Hilton-Rosemont-Chicago-OHare.h11851.Hotel-Information) Rosemont 8.4/10 Very good (1001) "Very nice and beautiful place to stay..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $178 CA $203 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Rosemont-Chicago-OHare.h11851.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/w3840h2558x0y0-8d332049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/4baad5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![49-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/10ff1456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/1000000/10000/3100/3008/fbf4d8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Northbrook [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.Hotel-Information) Northbrook 8.2/10 Very good (1001) "Great location rooms were comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelica CA $105 CA $118 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.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=2026-01-02&endDate=2026-01-03®ionId=115190&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHighwood-Hotels-Hilton-Hotels.0-0-d115190--bHiltonHotels.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighwood-Hotels-Hilton-Hotels.0-0-d115190--bHiltonHotels.Travel-Guide-Filter-Hotels) ## Top Highwood Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels with Wifi in Bannockburn ](https://www.expedia.ca/Bannockburn-Chicago-Hotels-Hotel-With-Wifi.0-n601901-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Bannockburn ](https://www.expedia.ca/Bannockburn-Chicago-Hotels-Hyatt-Hotels.0-n601901-0--bHyattHotels.Travel-Guide-Filter-Hotels) - 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