The Best Hotels with a Pool in Highwood, IL from NT$2,581 in 2026

Q: What are some accommodations with pools in Highwood?

Hyatt Regency O'Hare Chicago : Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport : Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool, and buffet. Comfort Suites Chicago O'Hare Airport : Hotel, 7-minute walk from Allstate Arena. Provides complimentary wireless internet access, an indoor pool, and Smart TVs. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Hyatt Place Chicago/O'Hare Airport : Hotel located near Donald E. Stephens Convention Center. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

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Our top choices for Highwood hotels with a pool

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$3,083 total

includes taxes & fees

May 10 - May 11

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$3,329 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$2,581 total

includes taxes & fees

Apr 27 - Apr 28

Great Wolf Lodge Illinois

Gurnee

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

NT$4,719 total

includes taxes & fees

May 10 - May 11

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.

NT$2,907 total

includes taxes & fees

Apr 28 - Apr 29

Courtyard Chicago Waukegan Gurnee

Waukegan

Take a refreshing dip in this hotel's indoor pool and hot tub sanctuary, a perfect year-round retreat with nearby dining options.

NT$4,478 total

includes taxes & fees

May 2 - May 3

Hilton Garden Inn Lake Forest Mettawa

Lake Forest

Dive into poolside bliss at this lakeside sanctuary where swimming meets year-round comfort.

NT$3,948 total

includes taxes & fees

May 2 - May 3

Sonesta ES Suites Chicago Waukegan Gurnee

Waukegan

Dive into year-round aquatic relaxation with a seasonal outdoor pool and rejuvenating hot tub just steps from Lake Michigan.

NT$3,276 total

includes taxes & fees

Apr 25 - Apr 26

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Choose what matters most at hotels with a pool in Highwood

Breakfast included

Hot tub

Top Highwood Hotel Reviews

Holiday Inn Chicago North-Evanston by IHG

8/10 Good

"Clean. Good location."

Hyatt Place Chicago/O'Hare Airport

8/10 Good

"We were rushed to checkout by 11 am. Need to allow at least until 12 noon like other major hotels. This will be a deal breaker in the future for our stay. When we asked the hotel staff, they were not helpful and were very strict. They were reading out penalty amounts for every hour of delayed check out beyond 11 am. Management needs to think about this seriously. No winder why the hotel was more than half empty."

Frequently asked questions

What are some accommodations with pools in Highwood?

Hyatt Regency O'Hare Chicago: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool, and buffet. Comfort Suites Chicago O'Hare Airport: Hotel, 7-minute walk from Allstate Arena. Provides complimentary wireless internet access, an indoor pool, and Smart TVs. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool, and a 24-hour fitness center. Hyatt Place Chicago/O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in Highwood?

Explore places like Naval Base Great Lakes and Six Flags Great America while you're in the area. Enjoy a stroll along the shore at Rosewood Beach and Langdon Park Beach.

When is the best time to book a hotel with a pool in Highwood?

You may want to consider a place to stay that has an outdoor pool if you plan to visit Highwood in the warmest 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 come to town during the coldest months of January, February, or December when the average temperature is 30°F.

What's the best way to travel around Highwood?

Knowing the transportation options in Highwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have many public transit options to choose from so consider a car rental to maximize your time.

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