Title: Book the Best Hotels with POOL in Highland Park in 2026 | Expedia.ca [Hotels in Highland Park](https://expedia.ca/Highland-Park-Hotels.d8345.Travel-Guide-Hotels)[Vacation Rentals in Highland Park](https://expedia.ca/Highland-Park-Vacation-Rentals.d8345.Travel-Guide-VacationRentals)[Things to do in Highland Park](https://expedia.ca/Things-To-Do-In-Highland-Park.d8345.Travel-Guide-Activities)[Highland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Park.d8345.Car-Rental-Guide)[Highland Park Vacation Packages](https://expedia.ca/Highland-Park.d8345.Destination-Travel-Guides) ![The Elizabeth Hubert Malott Japanese Garden One of many, many scenic vistas to be found while strolling through the Chicago Botanic Gardens. Looking for an escape from the usual tourists activities while visiting Chicago? Located about 30 miles north of the City, the Gardens are absolutely worth the effort to get there. The Chicago Botanic Garden opened a little more than 40 years ago. Last year, more than one million people visited the Garden's 26 gardens and four natural areas, uniquely situated on 385 acres on and around nine islands, with six miles of lake shoreline. The Garden also has a renowned Bonsai Collection. #colorful](https://images.trvl-media.com/place/6064029/3606bcd7-2687-438e-84c0-cd4a425b27d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by throwingsofas ![](https://images.trvl-media.com/place/6064029/3606bcd7-2687-438e-84c0-cd4a425b27d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Park Hotels with a Pool Tonight [Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-03-02&endDate=2026-03-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-03-03&endDate=2026-03-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland Park hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/1fe86d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/5c7c4dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/12a44251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/c053b944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Highland Park/Northbrook [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Highland-ParkNorthbrook.h20066.Hotel-Information) Highland Park 9.0/10 Wonderful (1,002 reviews) - Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails. CA $132 CA $147 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Highland-ParkNorthbrook.h20066.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/0a9fe031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/7aea5f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/fb6b6b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Penthouse (Suite) | City view](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/c6969482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viceroy Chicago [](https://www.expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,179 reviews) - Splash into the downtown scene at this luxury Chicago hotel with a rooftop pool and complimentary bicycles. CA $299 CA $391 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information) ![Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/338bbbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/c603e0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/21c34d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/8359416a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eaglewood Resort and Spa [](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) Itasca 8.8/10 Excellent (1,003 reviews) - Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas. CA $129 CA $173 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/69fedfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/20885f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/85092cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) Gurnee 8.0/10 Very good (1,529 reviews) - Splash into relaxation at this family-friendly hotel with a year-round pool and steamy hot tub. CA $90 CA $101 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/47799d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Single Bed, City View | Living area](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level Chicago – Old Town [](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (436 reviews) - Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas. CA $341 CA $434 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/065c46fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/3388abfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterslide](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/b9893a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; international cuisine](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/b14395c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wolf Lodge Illinois [](https://www.expedia.ca/Chicago-Hotels-Great-Wolf-Lodge-Illinois.h1871214.Hotel-Information) Gurnee 8.6/10 Excellent (1,000 reviews) - Splash into indoor waterpark fun with 6 pools, a lazy river, and waterslide adventures for the whole family. CA $163 CA $185 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Chicago-Hotels-Great-Wolf-Lodge-Illinois.h1871214.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/a77587bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/acf3a2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/b5237588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1172200/1172162/d3f00e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Zion by IHG [](https://www.expedia.ca/Zion-Hotels-Country-Inn-Suites-By-Radisson.h1172162.Hotel-Information) Zion 8.8/10 Excellent (184 reviews) - Dive into a refreshing indoor pool retreat at this Lake Michigan hotel where comfort meets convenience on every stay. CA $112 CA $124 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Zion-Hotels-Country-Inn-Suites-By-Radisson.h1172162.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745442/6a9b3ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Accessible, Non Smoking (Mobility & Hearing, Roll-in Shower) | Minibar](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745442/933685e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (2 Queen Beds with Sofa bed) | Minibar](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745442/89d5be57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745442/5cf897aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chicago Deer Park [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Deer-Park.h2745442.Hotel-Information) Barrington 8.8/10 Excellent (702 reviews) - Splash into serenity at this indoor pool oasis with mountain biking trails nearby and a fitness centre for active travellers. CA $155 CA $173 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Deer-Park.h2745442.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/67bf31d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/73eab4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/89248e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/d0aa1480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Grayslake near Libertyville North [](https://www.expedia.ca/Grayslake-Hotels-Comfort-Suites.h2363522.Hotel-Information) Wildwood 8.4/10 Very good (1,001 reviews) - Splash into relaxation at this suburban sanctuary offering a refreshing indoor pool and soothing hot tub experience. CA $123 CA $136 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Grayslake-Hotels-Comfort-Suites.h2363522.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/d1f9a35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/w3000h1999x0y0-2fd060b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f05bae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/a223d68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Gurnee [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) Gurnee 9.0/10 Wonderful (1,003 reviews) - Dive into aquatic bliss at this hotel's indoor heated pool, just steps from shopping and dining at Gurnee Mills. CA $123 CA $138 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.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=2026-03-16&endDate=2026-03-17®ionId=8345&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Highland Park Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_8345) ## Top Highland Park Hotel Reviews ![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg) ### Marriott Chicago O'Hare 10/10 Excellent "Everything was top tier " [](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ![Loews Chicago O'Hare Hotel](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5_y.jpg) ### Loews Chicago O'Hare Hotel 10/10 Excellent "The gym. " [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![Holiday Inn Chicago North-Evanston by IHG](https://images.trvl-media.com/lodging/1000000/10000/5400/5356/a2066909_y.jpg) ### Holiday Inn Chicago North-Evanston by IHG 10/10 Excellent "Yes, clean room. Very very comfortable bed." [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-North-Evanston.h5356.Hotel-Information) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "Nice" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Hyatt Place Chicago/O'Hare Airport](https://images.trvl-media.com/lodging/1000000/30000/23000/22991/9622d90a_y.jpg) ### Hyatt Place Chicago/O'Hare Airport 10/10 Excellent "Awesome poo! Great breakfast! Cordial staff! Microwave downstairs to reheat food! I’ll definitely return! Highly recommend! 10 stars!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) ![Country Inn & Suites by Radisson, Chicago O'Hare South, IL](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/bab1db44_y.jpg) ### Country Inn & Suites by Radisson, Chicago O'Hare South, IL 10/10 Excellent "Clean room . Spatious Comfortable bed Good breakfast choices " [](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information) ![SpringHill Suites Chicago O'Hare by Marriott](https://images.trvl-media.com/lodging/1000000/570000/561500/561495/571ff6d9_y.jpg) ### SpringHill Suites Chicago O'Hare by Marriott 10/10 Excellent "Lovely stay. Enjoyed the pool, the comfy bed, the punctual and friendly shuttle service. " [](https://expedia.ca/Chicago-Hotels-SpringHill-Suites-Chicago-OHare-By-Marriott.h561495.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Food was great at the Aviator. The room was clean, quiet and comfortable and everyone went out of their way at the front desk to accommodate us." [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/3aeed14b_y.jpg) ### Viceroy Chicago 10/10 Excellent "Very beautiful, clean hotel, and the staff was very respectful and nice" [](https://expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Highland Park? ### What is there to see and do in Highland Park? ### When is the best time to book a hotel with a pool in Highland Park? ### What's the best way to travel around Highland Park? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hyatt Hotels in Bannockburn ](https://www.expedia.ca/Bannockburn-Chicago-Hotels-Hyatt-Hotels.0-n601901-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [Bannockburn Hotels ](https://www.expedia.ca/Bannockburn-Chicago-Hotels.0-n601901-0.Travel-Guide-Filter-Hotels) - 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