The Best Hotels with a Pool in Highland Park, IL from ￥11,039 in 2026

Q: What are some accommodations with pools in Highland Park?

Hilton Chicago O'Hare Airport : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Comfort Suites Chicago O'Hare Airport : Aparthotel, 12-minute walk from Lake Michigan. Features a sauna, a seasonal outdoor pool, and a rooftop terrace. Marriott Chicago O'Hare : Hotel, 2-minute walk from State Street. Provides a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. Hyatt Regency O'Hare Chicago : Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

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.

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Our top choices for Highland Park hotels with a pool

Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.

￥16,767 total

includes taxes & fees

Mar 22 - Mar 23

Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Eaglewood Resort and Spa

Itasca

Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.

￥20,702 total

includes taxes & fees

Mar 15 - Mar 16

Viceroy Chicago

Downtown Chicago

Splash into the downtown scene at this luxury Chicago hotel with a rooftop pool and complimentary bicycles.

￥44,297 total

includes taxes & fees

Mar 1 - Mar 2

Holiday Inn Express & Suites Zion by IHG

Zion

Dive into a refreshing indoor pool retreat at this Lake Michigan hotel where comfort meets convenience on every stay.

￥13,386 total

includes taxes & fees

Mar 1 - Mar 2

Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Level Chicago – Old Town

Downtown Chicago

Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas.

￥36,313 total

includes taxes & fees

Mar 16 - Mar 17

La Quinta Inn & Suites by Wyndham Chicago Gurnee

Gurnee

Splash into relaxation at this family-friendly hotel with a year-round pool and steamy hot tub.

￥11,039 total

includes taxes & fees

Mar 1 - Mar 2

Great Wolf Lodge Illinois

Gurnee

Splash into indoor waterpark fun with 6 pools, a lazy river, and waterslide adventures for the whole family.

￥21,183 total

includes taxes & fees

Mar 11 - Mar 12

Hampton Inn & Suites Addison

Addison

Splash into year-round serenity at this indoor pool haven with modern comforts and peaceful vibes.

￥14,291 total

includes taxes & fees

Mar 8 - Mar 9

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Choose what matters most at hotels with a pool in Highland Park

Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

10/10 Excellent

"great "

Frequently asked questions

What are some accommodations with pools in Highland Park?

Hilton Chicago O'Hare Airport: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Comfort Suites Chicago O'Hare Airport: Aparthotel, 12-minute walk from Lake Michigan. Features a sauna, a seasonal outdoor pool, and a rooftop terrace. Marriott Chicago O'Hare: Hotel, 2-minute walk from State Street. Provides a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

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. Highland Park may not have many public transit choices so consider renting a car to explore more.

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