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 [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2026-01-23&endDate=2026-01-25&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) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/396f71c4.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) ### 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) "Good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $148 CA $165 total includes taxes & fees Jan 22 - Jan 23 [](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) ![Penthouse (Suite)](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/e0860a68.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) ![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 (1,153 reviews) "I love This hotel it was nice staff was really nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Essense CA $290 CA $381 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/f1e66d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/cd8974c4.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) ### 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) "The staff was great!! The stay was excellent!! It right across the street from the mall and alot of food places" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kanosha CA $112 CA $126 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/c4fe3b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/a49b63b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/956c2902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/48c22511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Chicago Northwest [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.Hotel-Information) Itasca 8.8/10 Excellent (1,000 reviews) "My stay was wonderful . It’s always nice and clean when I go to this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $143 CA $160 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.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) ![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) ### Level Chicago – Old Town [](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (411 reviews) "Great location, clean room and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $180 CA $246 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/1f53e086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/0e19ee37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/d232448a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/7164f74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago North Shore/Evanston [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information) Downtown Evanston 8.8/10 Excellent (1,002 reviews) "Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $146 CA $167 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.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) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/03bd7e27.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 (1,476 reviews) "The staff was helpful and very friendly , clean rooms and breakfast was awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna CA $81 CA $91 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/b68c2f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/3855d04a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/99f39dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/46000000/46000000/45998300/45998278/1f00888d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chicago O'Hare [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.Hotel-Information) Des Plaines 9.2/10 Wonderful (868 reviews) "Clean room and the staff were friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oscar J. CA $110 CA $126 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-By-Marriott-Chicago-OHare.h45998278.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) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/8359416a.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/c603e0d7.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 (1,022 reviews) "The accommodations were excellent!! From a lovely room to a delicious breakfast it was a wonderful stay even in winter!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela M. CA $136 CA $182 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![Indoor pool, open 6:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/130000/120400/120330/eeebf839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120400/120330/41e5f2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/130000/120400/120330/9f75c0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/130000/120400/120330/d13d3b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Schaumburg, IL [](https://www.expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h120330.Hotel-Information) Schaumburg 8.8/10 Excellent (1,163 reviews) "Staff was very friendly and helpful! Great pool and hot tub. Breakfast was good with a nice variety. Would definitely stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kallene CA $138 CA $159 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h120330.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=2026-01-28&endDate=2026-01-29®ionId=8345&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Park Hotel Reviews ![Eaglewood Resort and Spa](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0_y.jpg) ### Eaglewood Resort and Spa 10/10 Excellent "Family get together liked the option to bowl together " [](https://expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.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 "Staff was amazing, very attentive and helpful. Hotel was also very clean and convenient to get to city! " [](https://expedia.ca/Chicago-Hotels-SpringHill-Suites-Chicago-OHare-By-Marriott.h561495.Hotel-Information) ![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG 10/10 Excellent "Nice room" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Staybridge Suites Chicago O'Hare - Rosemont by IHG](https://images.trvl-media.com/lodging/1000000/20000/11600/11517/3f1bd3f2_y.jpg) ### Staybridge Suites Chicago O'Hare - Rosemont by IHG 10/10 Excellent "Room was very clean and stuff really nice " [](https://expedia.ca/Chicago-Hotels-Staybridge-Suites-Chicago-OHare-Airport.h11517.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 "Love this hotel will always be my favorite. Very clean, friendly staff, and excellent shuttle will always stay here when in town!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.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 "Everything was great. Would go again" [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.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 "Yes" [](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information) ![Hyatt Regency Deerfield](https://images.trvl-media.com/lodging/1000000/30000/21800/21767/26a8e15a_y.jpg) ### Hyatt Regency Deerfield 10/10 Excellent "I gotta say I would definitely recommend this Hotel and will book with them again if Im around chicago again. The room looks clean and VERY spacious with affordable price. It has heated pool and a gym. Also I paid extra to include the breakfast buffet during my visit which was worth it. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Deerfield.h21767.Hotel-Information) ![Comfort Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg) ### Comfort Suites Chicago O'Hare Airport 10/10 Excellent "Check in staff was extremely friendly " [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.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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