TOP Hotels with Swimming Pool in Highland Park, IL for 2026

Q: What are some accommodation options with pools in Highland Park?

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

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

Peter

₹10,880 total

includes taxes & fees

30 Jan - 31 Jan

Viceroy Chicago

Downtown Chicago

Essense

₹25,171 total

includes taxes & fees

8 Feb - 9 Feb

The Westin Chicago Northwest

Itasca

Whitney

₹10,585 total

includes taxes & fees

6 Feb - 7 Feb

Wingate by Wyndham Gurnee

Gurnee

Cathy

₹7,762 total

includes taxes & fees

25 Jan - 26 Jan

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

Level Chicago – Old Town

Downtown Chicago

Heather

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

Eaglewood Resort and Spa

Itasca

Pamela M.

₹14,030 total

includes taxes & fees

25 Jan - 26 Jan

Hyatt Place Chicago/Hoffman Estates

Hoffman Estates

Tynchtykbek

₹10,248 total

includes taxes & fees

29 Jan - 30 Jan

Fairfield Inn & Suites by Marriott Chicago O'Hare

Des Plaines

Oscar J.

₹9,107 total

includes taxes & fees

1 Feb - 2 Feb

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Top Highland Park Hotel Reviews

The Majestic Hotel

10/10 Excellent

"Very clean"

Frequently asked questions

What are some accommodation options with pools in Highland Park?

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

What is there to see and do in Highland Park?

Explore places such as 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 21°C. Accommodation 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 temperature is -1°C.

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'd like to explore more of the area, hop on a train from Highland Park Station, Highland Park Ravinia Station or Highland Park Ravinia Park Station. Highland Park might not have many public transport options to choose from, so consider renting a car to explore more.

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