The Best Hotels with a Pool in Highland Park, IL from NT$2,331 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. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool, and buffet. Holiday Inn Chicago North-Evanston by IHG : Hotel, 6-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. Marriott Chicago O'Hare : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features 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.

NT$3,778 total

includes taxes & fees

Apr 26 - Apr 27

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.

NT$5,053 total

includes taxes & fees

Apr 27 - Apr 28

Viceroy Chicago

Downtown Chicago

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

NT$10,456 total

includes taxes & fees

Apr 26 - Apr 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.

NT$2,789 total

includes taxes & fees

Apr 26 - Apr 27

Great Wolf Lodge Illinois

Gurnee

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

NT$4,322 total

includes taxes & fees

Apr 27 - Apr 28

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.

NT$2,331 total

includes taxes & fees

Apr 27 - Apr 28

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

Level Chicago – Old Town

Downtown Chicago

Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas.

NT$9,536 total

includes taxes & fees

Apr 15 - Apr 16

Comfort Suites Grayslake near Libertyville North

Wildwood

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

NT$3,354 total

includes taxes & fees

Apr 19 - Apr 20

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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

SpringHill Suites Chicago O'Hare by Marriott

8/10 Good

"Nice stay. However, would have liked a heads up on phone parking system and cost- $32 for overnight parking."

Embassy Suites by Hilton Chicago O'Hare Rosemont

6/10 Okay

"Room was a little dated. Windows were terrible...dirty, leaks around window frame. Our room was across from staff elevator and ice machine so lots of noise especially in the early morning. They didn't have bacon for breakfast...the only reason I went down for breakfast."

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. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool, and buffet. Holiday Inn Chicago North-Evanston by IHG: Hotel, 6-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. Marriott Chicago O'Hare: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features 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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Our top choices for Highland Park hotels with a pool