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Find Hotels with a Pool in Highland Park, IL

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Check availability on Highland Park Hotels with a Pool

Tonight
Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Highland Park hotels with a pool

Indoor pool
Courtyard by Marriott Chicago Highland Park/Northbrook

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, (1004)
"Good location"
United States
Peter
The price is ₩154,258
₩171,196 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Chicago Highland Park/Northbrook
Seasonal outdoor pool, open 8:00 AM to 5:00 PM, sun loungers
Viceroy Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1150)
"Clean, well designed rooms and great staff"
United States
Austin
The price is ₩309,957
₩406,185 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Viceroy Chicago
Indoor pool, sun loungers
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston
3.5 star property
Downtown Evanston
8.8 out of 10, Excellent, (1001)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
The price is ₩117,697
₩134,740 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Hilton Garden Inn Chicago North Shore/Evanston
Indoor pool, a heated pool
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee
2.5 star property
Gurnee
9.0 out of 10, Wonderful, (1005)
"The staff was great!! The stay was excellent!! It right across the street from the mall and alot of food places"
United States
Kanosha
The price is ₩118,865
₩133,105 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wingate by Wyndham Gurnee
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (406)
"Great location, clean room and friendly staff!"
United States
Scott
The price is ₩272,785
₩352,401 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Level Chicago – Old Town
Indoor pool
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee
3.0 star property
Gurnee
8.0 out of 10, Very Good, (1465)
"Nice place clean very convenient hot breakfast "
United States
Shahenda
The price is ₩87,004
₩97,428 total
includes taxes & fees
Jan 1 - Jan 2, 2026
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Indoor pool
The Westin Chicago Northwest

The Westin Chicago Northwest

The Westin Chicago Northwest
4.0 star property
Itasca
8.8 out of 10, Excellent, (1001)
"Fresh food, friendly staff"
United States
Maria
The price is ₩137,246
₩153,758 total
includes taxes & fees
Jan 25 - Jan 26, 2026
The Westin Chicago Northwest
Indoor pool
Fairfield Inn & Suites by Marriott Chicago O'Hare

Fairfield Inn & Suites by Marriott Chicago O'Hare

Fairfield Inn & Suites by Marriott Chicago O'Hare
2.5 star property
Des Plaines
9.2 out of 10, Wonderful, (853)
"Great one night stay. Hotel is up to Marriott standards. "
United States
JOE
The price is ₩127,443
₩145,260 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield Inn & Suites by Marriott Chicago O'Hare
Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Eaglewood Resort and Spa

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1004)
"The accommodations were excellent!! From a lovely room to a delicious breakfast it was a wonderful stay even in winter!"
United States
Pamela M.
The price is ₩164,349
₩214,111 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Eaglewood Resort and Spa
Indoor pool
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates
3.0 star property
Hoffman Estates
8.4 out of 10, Very Good, (1008)
"The staff was so friendly, the rooms were clean and the amenities are great! "
United States
Brooke
The price is ₩157,141
₩177,540 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Chicago/Hoffman Estates
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.
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Top Highland Park Hotel Reviews

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

10/10 Excellent
"Clean room with comfortable bed"
Jennifer 1-night trip
Posted 17 hours ago
Comfort Suites Chicago O'Hare Airport

Frequently asked questions

What are some accommodations with pools in Highland Park?
Hilton Chicago O'Hare Airport: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: Hotel, 2-minute walk from State Street. Offers a rooftop terrace, a seasonal outdoor pool, and complimentary bicycles. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. The Chicago Hotel Collection River North: Hotel located near Donald E. Stephens Convention Center. Offers a snack bar/deli, an indoor pool, and buffet. Viceroy Chicago: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.
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.