The Best Hotels with a Pool in Highwood, IL from AED 312 in 2026

Q: What are some accommodations with pools in Highwood?

Hyatt Regency O'Hare Chicago : Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Chicago O'Hare Airport : Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Marriott Chicago O'Hare : Features a snack bar/deli, an indoor pool, and free self parking. 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. Holiday Inn Chicago O'Hare – Rosemont by IHG : Hotel located near Allstate Arena. Provides daily, an indoor pool, and free self parking.

Check availability on Highwood Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highwood hotels with a pool

Hotel Gurnee

Gurnee

Splash into poolside perfection at this hotel, where the indoor oasis meets all-day fitness fun.

AED 312 total

includes taxes & fees

19 Jul - 20 Jul

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.

AED 399 total

includes taxes & fees

26 Jul - 27 Jul

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.

AED 329 total

includes taxes & fees

19 Jul - 20 Jul

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.

AED 409 total

includes taxes & fees

19 Jul - 20 Jul

Comfort Suites Grayslake near Libertyville North

Wildwood

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

AED 437 total

includes taxes & fees

21 Jul - 22 Jul

Great Wolf Lodge Illinois

Gurnee

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

AED 708 total

includes taxes & fees

7 Jul - 8 Jul

Hampton Inn & Suites Chicago/Mt. Prospect

Mount Prospect

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

AED 416 total

includes taxes & fees

5 Jul - 6 Jul

Aloft by Marriott Chicago Schaumburg

Rolling Meadows

Dive into year-round pool bliss at this modern hotel, where aquatic relaxation awaits.

AED 511 total

includes taxes & fees

5 Jul - 6 Jul

View all properties

Choose what matters most at hotels with a pool in Highwood

Breakfast included

Hot tub

Top Highwood Hotel Reviews

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"We enjoyed our stay, and staff was so friendly. Definitely will stay again."

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent

"Negatives: Our room wasn’t ready for over an hour after check in. They (or possibly Expedia?) told us the wrong place to meet the shuttle so we had to wait and backtrack to get to the hotel. Positives: They upgraded our room because we waited. The location was great for the train into Chicago. The breakfast was the best hotel spread I’d seen in a long time."

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Find More Hotels near Highwood

More Accommodation Types in Highwood

Hotels near popular Chicago Attractions

Explore more hotels

See a list of all hotels in Highwood

Frequently asked questions

What are some accommodations with pools in Highwood?

Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Chicago O'Hare Airport: Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Marriott Chicago O'Hare: Features a snack bar/deli, an indoor pool, and free self parking. 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. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel located near Allstate Arena. Provides daily, an indoor pool, and free self parking.

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 Clark Street 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Highwood Hotels with a Pool