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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

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, (1000)
"Always clean and friendly"
United States
nancy
The price is ￥16,560
￥18,378 total
includes taxes & fees
Dec 30 - Dec 31
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, (1145)
"Very nice hotel, great rooms, comfy bed and the staff were all very friendly."
United States
Randall
The price is ￥33,276
￥43,606 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Viceroy Chicago
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, (1018)
"Clean hotel, very friendly staff "
United States
Sherelle
The price is ￥15,713
￥20,849 total
includes taxes & fees
Dec 28 - Dec 29
Eaglewood Resort and Spa
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, (1003)
"Great affordable hotel option near everything important in the area."
United States
AJhourni
The price is ￥13,176
￥14,754 total
includes taxes & fees
Jan 1 - Jan 2, 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, (401)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
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, (1002)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
The price is ￥12,677
￥14,512 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hilton Garden Inn Chicago North Shore/Evanston
Indoor pool
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0 star property
Wood Dale
8.0 out of 10, Very Good, (1008)
"Nest room Good staff Free parking Good value for money "
United States
Shakeel
The price is ￥13,833
￥15,351 total
includes taxes & fees
Dec 30 - Dec 31
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Indoor pool
avid hotel Chicago O’Hare – Des Plaines by IHG

avid hotel Chicago O’Hare – Des Plaines by IHG

avid hotel Chicago O’Hare – Des Plaines by IHG
2.5 star property
Des Plaines
9.2 out of 10, Wonderful, (1812)
"The hotel staff was very friendly and helpful during our stay. "
United States
stacie
The price is ￥12,846
￥14,641 total
includes taxes & fees
Dec 30 - Dec 31
avid hotel Chicago O’Hare – Des Plaines by IHG
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, (1447)
"Clean room, great location right off the highway and near the areas of interest. Staff was friendly."
United States
Keith
The price is ￥9,735
￥10,901 total
includes taxes & fees
Jan 5 - Jan 6, 2026
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Indoor pool
Home2 Suites by Hilton Lincolnshire Chicago

Home2 Suites by Hilton Lincolnshire Chicago

Home2 Suites by Hilton Lincolnshire Chicago
3.0 star property
Lincolnshire
9.0 out of 10, Wonderful, (263)
"Yes. Excellent stay as alwaysb"
United States
Michael
The price is ￥11,509
￥12,887 total
includes taxes & fees
Dec 27 - Dec 28
Home2 Suites by Hilton Lincolnshire Chicago
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
"The breakfast menu was fine. The airport shuttle pickup location was a bit difficult to locate, but once the shuttle arrived it was fine. "
Rochelle 1-night trip
Posted 7 hours ago
Comfort Suites Chicago O'Hare Airport

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Frequently asked questions

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