Photo by throwingsofas

Hotels with Pool & Resorts in Highland Park from AU$106

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

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

3.0 star property
Highland Park
9.0 out of 10, Wonderful, (1002)
"Always clean and friendly"
United States
nancy
The price is AU$179
includes taxes & fees
18 Dec - 19 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

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1137)
" Great trip, hotel and location was very nice. Lots of stores and restaurants near by, walkable. "
United States
Julyana
The price is AU$425
includes taxes & fees
4 Jan - 5 Jan 2026
Viceroy Chicago
Indoor pool
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3.0 star property
Hoffman Estates
8.4 out of 10, Very good, (1003)
"Good stay at a nice place"
United States
Joe
The price is AU$143
includes taxes & fees
12 Dec - 13 Dec
Hyatt Place Chicago/Hoffman Estates
Indoor pool, pool loungers
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, (1006)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
The price is AU$145
includes taxes & fees
23 Dec - 24 Dec
Hilton Garden Inn Chicago North Shore/Evanston
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
Level Chicago – Old Town

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (396)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
Level Chicago – Old Town
Indoor pool
Hampton Inn & Suites Chicago-Libertyville

Hampton Inn & Suites Chicago-Libertyville

2.5 star property
Libertyville
9.2 out of 10, Wonderful, (939)
"Wonderful place to stay "
United States
Jorge
The price is AU$153
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Chicago-Libertyville
Indoor pool, a heated pool
Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee

2.5 star property
Gurnee
9.0 out of 10, Wonderful, (1001)
"Great affordable hotel option near everything important in the area."
United States
AJhourni
The price is AU$149
includes taxes & fees
14 Dec - 15 Dec
Wingate by Wyndham Gurnee
Indoor pool
Aloft Chicago Schaumburg

Aloft Chicago Schaumburg

3.0 star property
Rolling Meadows
9.2 out of 10, Wonderful, (407)
"Aloft is a great hotel to stay. We enjoyed our stay at Aloft"
United States
Natimarie
The price is AU$161
includes taxes & fees
14 Dec - 15 Dec
Aloft Chicago Schaumburg
Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4.0 star property
Itasca
8.6 out of 10, Excellent, (1006)
"Room is clean, very approachable staff! "
United States
raden
The price is AU$206
includes taxes & fees
14 Dec - 15 Dec
Eaglewood Resort and Spa
Indoor pool
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, (1437)
"Clean room, great location right off the highway and near the areas of interest. Staff was friendly."
United States
Keith
The price is AU$106
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham Chicago Gurnee
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.
View all properties

Top Highland Park Hotel Reviews

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

10/10 Excellent
"Close to airport and shuttle service"
Jane 1-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Frequently asked questions

What are some accommodation options with pools in Highland Park?
Hilton Chicago O'Hare Airport: Hotel, 2-minute walk from State Street. Provides a rooftop terrace, a seasonal outdoor pool and complimentary bicycles. Hyatt Regency O'Hare Chicago: Offers a snack bar/deli, an indoor pool and free self parking. Viceroy Chicago: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool and complimentary wireless Internet access. The Chicago Hotel Collection River North: Hotel located near Donald E. Stephens Convention Center. Offers complimentary wireless Internet access, an indoor pool and Smart televisions. DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove: Hotel located near Donald E. Stephens Convention Center. Provides an indoor pool, an outdoor pool and a snack bar/deli.
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.