TOP Hotels with Pool in Highland Park, IL for 2026

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

The Chicago Hotel Collection Ambassador Gold Coast : Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli. Hilton Chicago O'Hare Airport : Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Provides buffet, an indoor pool and a 24-hour fitness centre. Holiday Inn Chicago North-Evanston by IHG : Features a snack bar/deli, an indoor pool and free self parking. Marriott Chicago O'Hare : Hotel located near Woodfield Mall. Offers a snack bar/deli, an indoor pool and free self parking.

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 Pool

Tonight

Tomorrow

This weekend

Next weekend

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.

฿4,297 total

includes taxes & fees

9 Aug - 10 Aug

Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

Hyatt Place Chicago/O'Hare Airport

Rosemont

Dive into pure bliss at this Chicago hotel's indoor pool sanctuary with loungers for post-adventure relaxation.

฿5,478 total

includes taxes & fees

26 Jul - 27 Jul

Viceroy Chicago

Downtown Chicago

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

฿15,161 total

includes taxes & fees

26 Jul - 27 Jul

Great Wolf Lodge Illinois

Gurnee

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

฿6,429 total

includes taxes & fees

9 Aug - 10 Aug

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

Splash into cool escape at Chicago O'Hare's serene indoor pool, perfect for year-round laps and leisure dips.

฿5,526 total

includes taxes & fees

10 Aug - 11 Aug

Embassy Suites by Hilton Chicago O'Hare Rosemont

Rosemont

Serene indoor pool with adult supervision provides family-friendly escape at this upscale hotel.

฿5,459 total

includes taxes & fees

9 Aug - 10 Aug

Fairfield Inn & Suites by Marriott Chicago Schaumburg

Schaumburg

Dive into refreshing indoor pool days at this Chicago hotel near Woodfield Mall.

฿4,703 total

includes taxes & fees

2 Aug - 3 Aug

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

Bensenville

Relax and revive with year-round swims at this O'Hare hotel's indoor pool and hot tub retreat.

฿4,132 total

includes taxes & fees

12 Jul - 13 Jul

View all properties

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

Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Amazing Location"

Embassy Suites by Hilton Chicago O'Hare Rosemont

8/10 Good

"Convenient parking and In-N-Out access. Included buffet breakfast with an omelette station as well as an evening reception with two drinks and some snacks. Staff could not have been any nicer. Only complaint is that the furniture in our room and the room itself is showing where and tear and looking very worn. Chairs all head stains on them. Couches were stained and cushions were flat from years of use. Bed was comfortable. Pool was cold and water was foggy not looking very clean. But for the price that we paid this close to Chicago O’Hare overall I would say it’s an average experience."

Quality Inn O'Hare Airport

10/10 Excellent

"After flight delays, I wound up arriving in Chicago hours past the original time and was supposed to drive a rental 2 hours more to arrive at my final destination. I was so exhausted that I knew it was not safe to be driving. This hotel was right next to the routes car rental agency. It is an older property but my room was very clean and the bed was comfortable. All the staff were super nice, and they even have an on-property bar that is open until 2 am. They do not charge for parking and also have free airport shuttle for those that need it."

Frequently asked questions

What are some accommodation options with pools in Highland Park?

The Chicago Hotel Collection Ambassador Gold Coast: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool and a snack bar/deli. Hilton Chicago O'Hare Airport: Hotel steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Provides buffet, an indoor pool and a 24-hour fitness centre. Holiday Inn Chicago North-Evanston by IHG: Features a snack bar/deli, an indoor pool and free self parking. Marriott Chicago O'Hare: Hotel located near Woodfield Mall. 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Highland Park on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highland Park Hotels with Pool

Our top choices for Highland Park hotels with a pool