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 located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool and a snack bar/deli. Holiday Inn Chicago North-Evanston by IHG : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless Internet access, an indoor pool and Smart televisions. Hyatt Regency O'Hare Chicago : Hotel, 2-minute walk from State Street. Offers a rooftop terrace, a seasonal outdoor pool and complimentary bicycles. Comfort Suites Chicago O'Hare Airport : Hotel, 3-minute walk from Allstate Arena. Provides a snack bar/deli, an indoor pool and buffet.

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 Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland Park hotels with a pool

Viceroy Chicago

Downtown Chicago

Allyson

₹27,098 total

includes taxes & fees

29 Mar - 30 Mar

Fairfield Inn & Suites by Marriott Chicago Schaumburg

Schaumburg

Linesha F.

₹11,370 total

includes taxes & fees

12 Mar - 13 Mar

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

Eaglewood Resort and Spa

Itasca

Richard

₹12,360 total

includes taxes & fees

2 Apr - 3 Apr

Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

Peter

₹10,554 total

includes taxes & fees

22 Mar - 23 Mar

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

Level Chicago – Old Town

Downtown Chicago

Sydnee

Courtyard Chicago Waukegan Gurnee

Waukegan

Anna

₹11,993 total

includes taxes & fees

3 Apr - 4 Apr

Fairfield Inn & Suites by Marriott Chicago O'Hare

Des Plaines

Eric

₹11,191 total

includes taxes & fees

15 Mar - 16 Mar

Hampton Inn & Suites Rosemont Chicago O'Hare

Rosemont

Scott

₹13,092 total

includes taxes & fees

3 Apr - 4 Apr

View all properties

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

Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Loews Chicago O'Hare Hotel

10/10 Excellent

"Everything was great!"

Frequently asked questions

What are some accommodation options with pools in Highland Park?

Hilton Chicago O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool and a snack bar/deli. Holiday Inn Chicago North-Evanston by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless Internet access, an indoor pool and Smart televisions. Hyatt Regency O'Hare Chicago: Hotel, 2-minute walk from State Street. Offers a rooftop terrace, a seasonal outdoor pool and complimentary bicycles. Comfort Suites Chicago O'Hare Airport: Hotel, 3-minute walk from Allstate Arena. Provides a snack bar/deli, an indoor pool and buffet.

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.

Explore a world of travel with Expedia

More ways to book

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

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Park Hotels with Swimming Pool