The Best Hotels with a Pool in Highland Park, IL from NT$2,999 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. 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, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Viceroy Chicago : Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Holiday Inn Chicago O'Hare – Rosemont by IHG : Aparthotel, 12-minute walk from Lake Michigan. Features a sauna, a seasonal outdoor pool, and a rooftop terrace.

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

NT$3,747 total

includes taxes & fees

Jan 25 - Jan 26

Viceroy Chicago

Downtown Chicago

Essense

NT$8,669 total

includes taxes & fees

Feb 1 - Feb 2

Wingate by Wyndham Gurnee

Gurnee

Princess

NT$2,793 total

includes taxes & fees

Jan 25 - Jan 26

The Westin Chicago Northwest

Itasca

Whitney

NT$3,646 total

includes taxes & fees

Feb 7 - Feb 8

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

Level Chicago – Old Town

Downtown Chicago

Scott

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

Eaglewood Resort and Spa

Itasca

Pamela M.

NT$4,385 total

includes taxes & fees

Jan 19 - Jan 20

La Quinta Inn & Suites by Wyndham Chicago Gurnee

Gurnee

Deanna

NT$2,012 total

includes taxes & fees

Feb 1 - Feb 2

Hyatt Place Chicago/Hoffman Estates

Hoffman Estates

Brooke

NT$3,530 total

includes taxes & fees

Jan 19 - Jan 20

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Top Highland Park Hotel Reviews

Loews Chicago O'Hare Hotel

10/10 Excellent

"Very very good Quite satisfying "

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. 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, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Viceroy Chicago: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Holiday Inn Chicago O'Hare – Rosemont by IHG: Aparthotel, 12-minute walk from Lake Michigan. Features a sauna, a seasonal outdoor pool, and a rooftop terrace.

What is there to see and do in Highland Park?

Explore places like Lake Michigan while you're in Highland Park. Spend some time experiencing the great outdoors at Chicago Botanic Garden and Park Avenue Boating-Fishing Beach. 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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