A pebbly beach with waves at sunset.

Find Hotels with a Pool in Highland Park, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Park Hotels with a Pool

This weekend
Next weekend

Our top choices for Highland Park hotels with a pool

1. Courtyard by Marriott Chicago Highland Park/Northbrook

Courtyard by Marriott Chicago Highland Park/Northbrook
3.0 star property
Highland Park
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.
The price is NT$3,472
NT$3,854 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Chicago Highland Park/Northbrook

2. Residence Inn By Marriott Chicago Deerfield

Residence Inn By Marriott Chicago Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (556 reviews)
  • cleanliness
    Splash into summer at this hotel's seasonal outdoor pool, complete with sun loungers and poolside firepit.
The price is NT$4,831
NT$5,458 total
includes taxes & fees
Oct 30 - Oct 31
Residence Inn By Marriott Chicago Deerfield

3. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,363 reviews)
  • cleanliness
    Pool paradise with a side of relaxation awaits at this refreshing getaway with indoor swimming and hot tub.
The price is NT$4,051
NT$4,617 total
includes taxes & fees
Nov 23 - Nov 24
Embassy Suites by Hilton Chicago North Shore Deerfield

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

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Dive into a refreshing retreat with an indoor pool that makes a splash in this family-friendly escape.
The price is NT$3,004
NT$3,334 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

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

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
2.5 star property
Riverwoods
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Plunge into pool perfection with a warm, soothing indoor swim and bubbling hot tub after exploring Chicago's attractions.
The price is NT$3,275
NT$3,634 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

6. Homewood Suites by Hilton Chicago-Lincolnshire

Homewood Suites by Hilton Chicago-Lincolnshire
3.0 star property
Lincolnshire
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary offers sun loungers and cozy fireside relaxation.
The price is NT$3,693
NT$4,135 total
includes taxes & fees
Nov 15 - Nov 16
Homewood Suites by Hilton Chicago-Lincolnshire

7. Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1,311 reviews)
  • cleanliness
    Splash into serenity at this indoor pool retreat where relaxation meets refreshing luxury.
The price is NT$3,437
NT$3,883 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Regency Deerfield

8. Courtyard by Marriott Chicago Deerfield

Courtyard by Marriott Chicago Deerfield
3.0 star property
Deerfield
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Dive into aquatic bliss at this Chicago hotel's inviting indoor pool, perfect for year-round swimming near Lake Michigan.
The price is NT$2,967
NT$3,352 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Chicago Deerfield

9. Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
2.5 star property
Lincolnshire
9.2 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Splash into serenity at this hotel with an indoor pool that's clean, refreshing, and always the perfect temperature.
The price is NT$3,279
NT$3,672 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Chicago/Lincolnshire

10. Chicago Marriott Suites Deerfield

Chicago Marriott Suites Deerfield
4.0 star property
Deerfield
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into summer at this upscale hotel where sun loungers surround a seasonal outdoor pool and relaxation awaits.
The price is NT$4,056
NT$4,582 total
includes taxes & fees
Nov 22 - Nov 23
Chicago Marriott Suites Deerfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Top Highland Park Hotel Reviews

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. Provides an indoor pool, an outdoor pool, and a snack bar/deli. Hyatt Regency O'Hare Chicago: Hotel, 7-minute walk from Allstate Arena. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Marriott Chicago O'Hare: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. Loews Chicago O'Hare Hotel: Hotel, 6-minute walk from Woodfield Mall. Features complimentary wired internet access, an indoor pool, and free self parking. 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.
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.

Explore a world of travel with Expedia