The Best Hotels with a Pool in Highland Park, IL from ₩101,695 in 2026

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

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

#colorful

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Highland Park Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Highland Park hotels with a pool

Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

Peter

₩171,453 total

includes taxes & fees

Mar 8 - Mar 9

Viceroy Chicago

Downtown Chicago

Allyson

₩396,624 total

includes taxes & fees

Mar 1 - Mar 2

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

Eaglewood Resort and Spa

Itasca

Richard

₩193,280 total

includes taxes & fees

Feb 28 - Mar 1

Great Wolf Lodge Illinois

Gurnee

Delandria

₩196,162 total

includes taxes & fees

Mar 2 - Mar 3

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

Level Chicago – Old Town

Downtown Chicago

Sydnee

Holiday Inn Express & Suites Zion by IHG

Zion

Jose

₩118,574 total

includes taxes & fees

Feb 22 - Feb 23

La Quinta Inn & Suites by Wyndham Chicago Gurnee

Gurnee

Katie

₩101,695 total

includes taxes & fees

Mar 1 - Mar 2

Wingate by Wyndham Gurnee

Gurnee

Cathy

₩129,181 total

includes taxes & fees

Feb 16 - Feb 17

View all properties

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

Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"Be"

Frequently asked questions

What are some accommodations with pools in Highland Park?

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

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Highland Park on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Park Hotels with a Pool

Our top choices for Highland Park hotels with a pool