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Check availability on Highland Park Hotels with 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 ฿3,366
฿3,736 total
includes taxes & fees
26 Dec - 27 Dec
Courtyard by Marriott Chicago Highland Park/Northbrook
Seasonal outdoor pool, open 8:00 AM to 5:00 PM, pool 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 ฿6,764
฿8,864 total
includes taxes & fees
17 Jan - 18 Jan 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 ฿3,463
฿4,536 total
includes taxes & fees
22 Dec - 23 Dec
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 ฿2,676
฿2,996 total
includes taxes & fees
1 Jan - 2 Jan 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, pool 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 ฿2,574
฿2,947 total
includes taxes & fees
10 Jan - 11 Jan 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 ฿2,814
฿3,123 total
includes taxes & fees
22 Dec - 23 Dec
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 ฿2,613
฿2,978 total
includes taxes & fees
29 Dec - 30 Dec
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 ฿1,980
฿2,217 total
includes taxes & fees
4 Jan - 5 Jan 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 ฿2,337
฿2,617 total
includes taxes & fees
27 Dec - 28 Dec
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

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent
"I do not know Chicago area well so before booking I have spent a lot of time doing a research. Important things for me were breakfast included, no additional fees for a car parking and airport shuttle. This hotel has all I needed. First impression. Ladies at reception were great, very friendly and helpful answered all my questions about shuttle. I booked 2 rooms and both were clean and comfortable. Breakfast was better than I expected. Overall, if I have to go to pick up a friend or family member at O'hare airport, I shall stay here again."
Anna 1-night trip
Posted 2 days ago
Hampton Inn Chicago-O'Hare International Airport
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"right next to the airport. if you stay here here, exit from the front door, take a left and walk to the end of the hotel, and cross the street with a crossing guard, and you are at the airport sliding doors. quick to catch a flight staying here. also, the hotel has a great Jazz bar with live performances. the Blue Line to go to Chicago has a stop in a lower level."
John 1-night trip
Posted 7 days ago
Hilton Chicago O'Hare Airport

Frequently asked questions

What are some accommodation options 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 televisions. 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 such as 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 21°C. Accommodation 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 temperature is -1°C.
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'd like to explore more of the area, hop on a train from Highland Park Station, Highland Park Ravinia Station or Highland Park Ravinia Park Station. Highland Park might not have many public transport options to choose from, so consider renting a car to explore more.