Book the Best Hotels with POOL in Highland Park in 2026

Q: What are some accommodations with pools in Highland Park?

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

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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.

CA $167 total

includes taxes & fees

Aug 16 - Aug 17

2. Hyatt Regency Deerfield

Deerfield

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

CA $201 total

includes taxes & fees

Aug 15 - Aug 16

3. Residence Inn By Marriott Chicago Deerfield

Deerfield

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

CA $236 total

includes taxes & fees

Aug 24 - Aug 25

4. 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.

CA $172 total

includes taxes & fees

Aug 11 - Aug 12

5. 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.

CA $166 total

includes taxes & fees

Aug 24 - Aug 25

6. 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.

CA $213 total

includes taxes & fees

Aug 13 - Aug 14

7. 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.

CA $155 total

includes taxes & fees

Aug 29 - Aug 30

8. Staybridge Suites Chicago - Glenview by IHG

Glenview

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

CA $172 total

includes taxes & fees

Aug 23 - Aug 24

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Breakfast included

Hot tub

Top Highland Park Hotel Reviews

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8/10 Good

"Friendly staff"

SpringHill Suites Chicago O'Hare by Marriott

8/10 Good

"Loved that this hotel was pet-friendly! There was a VERY small grass area, but I’m glad there was atleast something on the property. The room was clean, bathroom needed some extra cleaning & the breakfast was okay. There is parking on the property and underground in a garage- which was nice to know the vehicle would be safe. Expect to pay $30+/day on parking though. The only downside of the underground parking was that the pipes are very rusted & during our stay, 2 pipes broke and began flooding/ spraying over some cars. Overall it was a good hotel to stay at during our visit to Chicago. It’s a very family-friendly hotel!"

Frequently asked questions

What are some accommodations with pools in Highland Park?

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

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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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. Hyatt Regency Deerfield

3. Residence Inn By Marriott Chicago Deerfield

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

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

6. Embassy Suites by Hilton Chicago North Shore Deerfield

7. Hampton Inn & Suites Chicago/Lincolnshire

8. Staybridge Suites Chicago - Glenview by IHG

9. Homewood Suites by Hilton Chicago-Lincolnshire

10. Home2 Suites by Hilton Lincolnshire Chicago

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

Top Highland Park Hotel Reviews

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

SpringHill Suites Chicago O'Hare by Marriott

Renaissance Chicago North Shore Hotel

Loews Chicago O'Hare Hotel

Marriott Chicago O'Hare

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago O'Hare Area by IHG

Frequently asked questions

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Find Hotels with a Pool in Highland Park, IL from CA $155

Change your mind

Treat yourself

Be picky

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. Hyatt Regency Deerfield

3. Residence Inn By Marriott Chicago Deerfield

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

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

6. Embassy Suites by Hilton Chicago North Shore Deerfield

7. Hampton Inn & Suites Chicago/Lincolnshire

8. Staybridge Suites Chicago - Glenview by IHG

9. Homewood Suites by Hilton Chicago-Lincolnshire

10. Home2 Suites by Hilton Lincolnshire Chicago

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

Top Highland Park Hotel Reviews

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Frequently asked questions

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