TOP Hotels with Pool in Highland Park, IL for 2026

Q: What are some accommodation options with pools in Highland Park?

Hyatt Regency O'Hare Chicago : Hotel located near Allstate Arena. Offers daily, an indoor pool and free self parking. 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 steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Comfort Suites Chicago O'Hare Airport : Provides a snack bar/deli, an indoor pool and free self parking. Super 8 by Wyndham Chicago O'Hare Airport : Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool and a 24-hour fitness centre.

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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.

Rp2.135.812 total

includes taxes & fees

26 Jul - 27 Jul

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Riverwoods

Plunge into pool perfection with a warm, soothing indoor swim and bubbling hot tub after exploring Chicago's attractions.

Rp1.993.209 total

includes taxes & fees

10 Aug - 11 Aug

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Deerfield

Dive into a refreshing retreat with an indoor pool that makes a splash in this family-friendly escape.

Rp2.083.913 total

includes taxes & fees

16 Aug - 17 Aug

Embassy Suites by Hilton Chicago North Shore Deerfield

Deerfield

Pool paradise with a side of relaxation awaits at this refreshing getaway with indoor swimming and hot tub.

Rp2.713.437 total

includes taxes & fees

9 Aug - 10 Aug

Hyatt Regency Deerfield

Deerfield

Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.

Rp2.564.316 total

includes taxes & fees

14 Aug - 15 Aug

Courtyard by Marriott Chicago Deerfield

Deerfield

Dive into aquatic bliss at this Chicago hotel's inviting indoor pool, perfect for year-round swimming near Lake Michigan.

Rp2.306.793 total

includes taxes & fees

26 Jul - 27 Jul

Hampton Inn & Suites Chicago/Lincolnshire

Lincolnshire

Splash into serenity at this hotel with an indoor pool that's clean, refreshing, and always the perfect temperature.

Rp2.199.166 total

includes taxes & fees

14 Aug - 15 Aug

Staybridge Suites Chicago - Glenview by IHG

Glenview

Splash into pure serenity at this indoor pool oasis, where comfortable loungers invite post-swim relaxation.

Rp2.237.906 total

includes taxes & fees

16 Aug - 17 Aug

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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

Hilton Chicago O'Hare Airport

10/10 Excellent

"x"

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

8/10 Good

"Room was very spacious. Clean. I LOVED the shower. The water pressure was amazing. I still love the hotels that have an actual tub with the shower. I feel like it helps with water spillage. The property was under some kind of construction so some views were less than scenic. Ice machine was broken on our floor. Had to search around the Inception-like hallways to find another. One building has 3 floors while another part of the hotel has 2 which can be confusing. Only one elevator. No cookies when you check in. Front desk staff was nice at check-in. Checkout the next morning no one was there. Like I said before, the hotel is under construction so I get it."

Holiday Inn Chicago North-Evanston by IHG

8/10 Good

"Great location walked to Clark Street Beach and Martin Stadium for a PLL game. Watched some World Cup a block away from hotel, and finished up the evening with a 6 minute walk to SPACE to see a show. Tip- Sherman parking plaza a great value and a 5 minute walk to the hotel."

Frequently asked questions

What are some accommodation options with pools in Highland Park?

Hyatt Regency O'Hare Chicago: Hotel located near Allstate Arena. Offers daily, an indoor pool and free self parking. 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 steps from Rosemont Theatre. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Comfort Suites Chicago O'Hare Airport: Provides a snack bar/deli, an indoor pool and free self parking. Super 8 by Wyndham Chicago O'Hare Airport: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Features buffet, an indoor pool and a 24-hour fitness centre.

What is there to see and do in Highland Park?

Explore places such as 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 21°C. Accommodation 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 temperature is -1°C.

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'd like to explore more of the area, hop on a train from Highland Park Station, Highland Park Ravinia Station or Highland Park Ravinia Park Station. Highland Park might not have many public transport options to choose from, so consider renting a car to explore more.

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Check availability on Highland Park Hotels with Pool

Our top choices for Highland Park hotels with a pool

Courtyard by Marriott Chicago Highland Park/Northbrook

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield