The Best Hotels with a Pool in Highland Park, IL from ₩143,118 in 2026

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

Hyatt Regency O'Hare Chicago : Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. The Chicago Hotel Collection Ambassador Gold Coast : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Chicago O'Hare Airport : Hotel located near Allstate Arena. Offers daily, an indoor pool, and free self parking. Holiday Inn Chicago North-Evanston by IHG : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Holiday Inn Chicago O'Hare – Rosemont by IHG : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center.

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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.

₩214,848 total

includes taxes & fees

Jul 19 - Jul 20

Great Wolf Lodge Illinois

Gurnee

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

₩328,451 total

includes taxes & fees

Jul 13 - Jul 14

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

Eaglewood Resort and Spa

Itasca

Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.

₩251,477 total

includes taxes & fees

Jul 26 - Jul 27

La Quinta Inn & Suites by Wyndham Chicago Gurnee

Gurnee

Splash into relaxation at this family-friendly hotel with a year-round pool and steamy hot tub.

₩143,118 total

includes taxes & fees

Jul 7 - Jul 8

Wingate by Wyndham Gurnee

Gurnee

Dive into aquatic bliss at this hotel's indoor heated pool, just steps from shopping and dining at Gurnee Mills.

₩172,627 total

includes taxes & fees

Jul 26 - Jul 27

Holiday Inn Express & Suites Zion by IHG

Zion

Dive into a refreshing indoor pool retreat at this Lake Michigan hotel where comfort meets convenience on every stay.

₩168,592 total

includes taxes & fees

Jul 26 - Jul 27

Hampton Inn & Suites Chicago/Mt. Prospect

Mount Prospect

Indoor pool and fitness center offer year-round refreshment in connected shopping mall setting.

₩190,789 total

includes taxes & fees

Jul 6 - Jul 7

Comfort Suites Grayslake near Libertyville North

Wildwood

Splash into relaxation at this suburban sanctuary offering a refreshing indoor pool and soothing hot tub experience.

₩185,628 total

includes taxes & fees

Jul 28 - Jul 29

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

Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Eaglewood Resort and Spa

10/10 Excellent

"GREAT time for us, wonderful staff & beautiful views. A truly Peaceful resort in Illinois."

Hyatt Regency O'Hare Chicago

8/10 Good

"We like that the airport was close to the hotel, the check-in staff is not really that helpful in the breakfast is not complementary. The lobby in the rooms are very nice, but again the hotel is a little bit complicated to navigate out of the parking lot. Many Chicago hotels charge for parking daily and it’s roughly $45-$50 a day so keep that in mind you can take that out of your deposit."

Frequently asked questions

What are some accommodations with pools in Highland Park?

Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. The Chicago Hotel Collection Ambassador Gold Coast: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Chicago O'Hare Airport: Hotel located near Allstate Arena. Offers daily, an indoor pool, and free self parking. Holiday Inn Chicago North-Evanston by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center.

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.

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