Title: Book the Best Hotels with POOL in Highland Park in 2025 | 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 # Find Hotels with a Pool in Highland Park, IL from CA $118 - ![](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 [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2025-11-20&endDate=2025-11-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2025-11-21&endDate=2025-11-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8345&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Park Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/15612668.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) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/20100/20066/4252a508.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 Highland Park 9.0/10 Wonderful (1000) "Clean room, amazing staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oleksandra CA $150 CA $166 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Highland-ParkNorthbrook.h20066.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 5:00 PM, sun loungers](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/0a9fe031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/960978f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/69dc07eb.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) ### Viceroy Chicago Downtown Chicago 9.4/10 Exceptional (1133) "Amazing stay would definitely be back again soon " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $240 CA $323 total includes taxes & fees Dec 7 - Dec 8 [](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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/327a4b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/1000000/900000/897200/897168/270c2ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eaglewood Resort and Spa Itasca 8.8/10 Excellent (1010) "Perfect, Thanks for a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $108 CA $150 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/52feec3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/2400/2368/b06d3636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Non Smoking](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 Itasca 8.8/10 Excellent (1000) "Our room was spotless and staff was courteous. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Bernard CA $138 CA $155 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/a191b4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/21709df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/51b2dfd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Gurnee Gurnee 9.0/10 Wonderful (1007) "Great affordable hotel option near everything important in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AJhourni CA $118 CA $132 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/d646d69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 16.95 per person)](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/3d17ff87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/791900/791825/923836ce.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 Downtown Evanston 8.8/10 Excellent (1002) "Great hotel. Pool and hot very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolanda CA $124 CA $141 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-North-ShoreEvanston.h791825.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/89b65995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/67e27ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/933a7384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Non Smoking (2 Queen Beds with Sofa Bed)](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/1492c3db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chicago-Libertyville Libertyville 9.2/10 Wonderful (924) "Clean, friendly, quiet, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jhamil CA $128 CA $142 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/b357f764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/76f09df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/w4246h2741x0y4-1cf0296b.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/1000000/900000/899300/899245/4bd969a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago O'Hare Suites Hotel O'Hare 8.4/10 Very good (1004) "Excellent stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dragos CA $114 CA $133 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/120400/120330/bf81e567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Schaumburg, IL Schaumburg 8.8/10 Excellent (1105) "Friendly staff and loved the hot tub and fireplace in our room !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $137 CA $158 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h120330.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/721ffeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/6b0eb58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/a6278989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/13400/13356/50830505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Gurnee Gurnee 7.6/10 Good (1002) "Check in was super easy. All staff was friendly & helpful. The hotel & room was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachelle CA $106 CA $118 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Gurnee-Convention-Center.h13356.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=2025-12-04&endDate=2025-12-05®ionId=8345&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Park Hotel Reviews ![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 "Missed my connecting flight so had to make last minute arrangements. I thought rate was reasonable, room was clean, bed was comfortable. Staff was excellent and helpful. Appreciated the shuttle back to the airport and the breakfast." [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) ![Marriott Chicago O'Hare](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80_y.jpg) ### Marriott Chicago O'Hare 10/10 Excellent "The staff helped us get a different room where we needed a different shower" [](https://expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ![Holiday Inn Chicago O'Hare Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2332/26487f9a_y.jpg) ### Holiday Inn Chicago O'Hare Area by IHG 10/10 Excellent "Excellent check in. Really great for what you pay." [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-OHare.h2332.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 "Friendly staff " [](https://expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.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 "Great service. Fast and smooth check in process" [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.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 "Clean and quiet and comfortable " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.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 "Everyone was great. Front desk, facility, staff, room, and early check in experience. Thank you all. " [](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 "Staff was great. Pleasant and efficient" [](https://expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](https://images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "Awesome stay and amazing customer service " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Highland Park? > [DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information): Features a snack bar/deli, an indoor pool, and free self parking. [Hyatt Regency O'Hare Chicago](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information): Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. [The Chicago Hotel Collection Ambassador Gold Coast](https://www.expedia.ca/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information): Hotel located near Allstate Arena. Provides daily, an indoor pool, and free self parking. [Hilton Chicago O'Hare Airport](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information): Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. [Holiday Inn Chicago O'Hare – Rosemont by IHG](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information): Hotel, 2-minute walk from State Street. Features a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. ### What is there to see and do in Highland Park? > Explore places like Lake Michigan while you're in Highland Park. The picturesque setting of Chicago Botanic Garden showcases the area's natural beauty. The gardens, restaurants, and shopping are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Highland Park? > You may want to consider a place to stay that offers an outdoor pool if you plan to visit Highland Park in the hottest months of July, August, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 30°F. ### What's the best way to travel around Highland Park? > Knowing the transportation options in Highland Park can help you enjoy the area beyond your hotel pool. If you want to see more of the area, ride aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station. 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