The Best Hotels with a Pool in Highland Park, IL from NT$3,075 in 2026

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Our top choices for Highland Park hotels with a pool

1. Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.

NT$3,671

NT$4,074 total

includes taxes & fees

Sep 20 - Sep 21

2. 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.

NT$2,770

NT$3,075 total

includes taxes & fees

Oct 4 - Oct 5

3. 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.

NT$4,048

NT$4,614 total

includes taxes & fees

Oct 4 - Oct 5

Suite, 1 King Bed, Accessible, Non Smoking

4. 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.

NT$3,088

NT$3,458 total

includes taxes & fees

Oct 2 - Oct 3

5. Hyatt Regency Deerfield

Deerfield

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

NT$4,008

NT$4,528 total

includes taxes & fees

Sep 20 - Sep 21

6. Residence Inn By Marriott Chicago Deerfield

Deerfield

Splash into summer at this hotel's seasonal outdoor pool, complete with sun loungers and poolside firepit.

NT$5,031

NT$5,684 total

includes taxes & fees

Oct 1 - Oct 2

7. Staybridge Suites Chicago - Glenview by IHG

Glenview

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

NT$3,956

NT$4,469 total

includes taxes & fees

Sep 27 - Sep 28

Suite, 1 Bedroom, Non Smoking | Bathroom shower

8. Home2 Suites by Hilton Lincolnshire Chicago

Lincolnshire

Modern indoor pool sanctuary awaits with fitness center and cozy firepit lounging.

NT$3,866

NT$4,329 total

includes taxes & fees

Oct 3 - Oct 4

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Choose what matters most at hotels with a pool in Highland Park

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Highland Park Hotel Reviews

Loews Chicago O'Hare Hotel

10/10 Excellent

"The hotel was beautiful and very clean. Staff was helpful , I would stay again. I also like the tv allowed me to log on Netflix some hotel tvs do not offer that."

Hyatt Regency Deerfield

10/10 Excellent

"Didn't like the room set-up. Plenty of space but the seating area/ sofa should have been turned 90 deg. to allow seating while viewing the T.V."

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

10/10 Excellent

"A"

Comfort Suites Chicago O'Hare Airport

10/10 Excellent

"Very well located Good service"

Hilton Chicago O'Hare Airport

10/10 Excellent

"Clean comfortable room. Great place to stay if you have an early flight. It’s a short walk to terminal and you don’t even have to go outside."

DoubleTree by Hilton Chicago - North Shore Conference Center

8/10 Good

"Clean, safe, has parking, good customer service- would stay again."

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8/10 Good

"Staff very accommodating and friendly. Rooms n8ce. Bathroom updated update furniture soon."

Frequently asked questions

What are some accommodations with pools in Highland Park?

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, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center. Holiday Inn Chicago North-Evanston by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Super 8 by Wyndham Chicago O'Hare Airport: Offers a snack bar/deli, an indoor pool, and free self parking. Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Provides complimentary wireless internet access, an indoor pool, and Smart TVs.

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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Change your mind

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Check availability on Highland Park Hotels with a Pool

Our top choices for Highland Park hotels with a pool

1. Courtyard by Marriott Chicago Highland Park/Northbrook

2. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

3. Embassy Suites by Hilton Chicago North Shore Deerfield