TOP Hotels with Pool in Highwood, IL for 2026

Q: What are some accommodation options 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 televisions. 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.

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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.

฿2,821 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.

฿3,507 total

includes taxes & fees

5 Jul - 6 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.

฿3,150 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.

฿3,820 total

includes taxes & fees

5 Jul - 6 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.

฿3,985 total

includes taxes & fees

28 Jul - 29 Jul

Great Wolf Lodge Illinois

Gurnee

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

฿7,045 total

includes taxes & fees

13 Jul - 14 Jul

Hampton Inn & Suites Chicago/Mt. Prospect

Mount Prospect

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

฿3,698 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.

฿4,780 total

includes taxes & fees

12 Jul - 13 Jul

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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."

Frequently asked questions

What are some accommodation options 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 televisions. 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 such as 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 with an outdoor swimming pool if you'll be visiting Highwood in the warmest 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 are visiting during the coldest months of January, February or December, when the average temperature is -1°C.

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 explore the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have very many public transport options to choose from, so consider a car rental to maximise your time.

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