Search Hotels with Pool in Highland Park

  • 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

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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, (1,006 reviews)
  • cleanliness
    Luxurious indoor pool sanctuary awaits after hiking Lake Michigan's scenic trails.
"the pool is relaxing!"
United States
Jennifer
The price is ฿3,790
฿4,206 total
includes taxes & fees
14 Jun - 15 Jun
Courtyard by Marriott Chicago Highland Park/Northbrook
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, (1,659 reviews)
  • cleanliness
    Splash into relaxation at this family-friendly hotel with a year-round pool and steamy hot tub.
"Was a good clean hotel nice breakfast and a good swimming pool and perfect location close to everything"
United States
lyn
The price is ฿2,646
฿2,963 total
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Seasonal outdoor pool, pool loungers

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,233 reviews)
  • cleanliness
    Splash into the city centre scene at this luxury Chicago hotel with a rooftop pool and complimentary bicycles.
"Rooftop pool is wonderful!"
United States
Adela
The price is ฿11,246
฿14,452 total
includes taxes & fees
26 May - 27 May
Viceroy Chicago
Waterslide

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Splash into indoor waterpark fun with 6 pools, a lazy river, and waterslide adventures for the whole family.
"The pools were clean"
United States
Allen
The price is ฿5,355
฿6,103 total
includes taxes & fees
27 May - 28 May
Great Wolf Lodge Illinois
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, (481 reviews)
  • cleanliness
    Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas.
"Would love to experience it in the summer with the pool and outdoor areas."
United States
Jessica
The price is ฿5,584
฿7,361 total
includes taxes & fees
26 May - 27 May
Level Chicago – Old Town
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
8.8 out of 10, Excellent, (1,098 reviews)
  • cleanliness
    Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.
"The pool was warm and fun for the family."
United States
Kyle
The price is ฿4,028
฿5,189 total
includes taxes & fees
14 Jun - 15 Jun
Eaglewood Resort and Spa
Indoor pool

Holiday Inn Express & Suites Zion by IHG

Holiday Inn Express & Suites Zion by IHG
2.5 star property
Zion
8.8 out of 10, Excellent, (241 reviews)
  • cleanliness
    Dive into a refreshing indoor pool retreat at this Lake Michigan hotel where comfort meets convenience on every stay.
"Everything was great- pool was cold!"
United States
Peter
The price is ฿3,398
฿3,771 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express & Suites Zion by IHG
Indoor pool, a heated pool

Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee
3.0 star property
Gurnee
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel's indoor heated pool, just steps from shopping and dining at Gurnee Mills.
"Small indoor pool area that was clean & well maintained."
United States
Louise
The price is ฿3,117
฿3,490 total
includes taxes & fees
26 May - 27 May
Wingate by Wyndham Gurnee
Indoor pool

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North
2.5 star property
Wildwood
8.4 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Splash into relaxation at this suburban sanctuary offering a refreshing indoor pool and soothing hot tub experience.
"we loved the pool, hot tub, and free breakfast!"
United States
Teresa
The price is ฿3,073
฿3,410 total
includes taxes & fees
31 May - 1 Jun
Comfort Suites Grayslake near Libertyville North
Indoor pool

Four Points by Sheraton Buffalo Grove

Four Points by Sheraton Buffalo Grove
3.0 star property
Buffalo Grove
8.4 out of 10, Very good, (905 reviews)
  • cleanliness
    Dive into aquatic bliss at this suburban retreat where the inviting indoor pool offers year-round refreshment and relaxation.
"Convenient location, room was nice and very clean. The staff super friendly and a pool was great."
United States
Rene
The price is ฿2,450
฿2,768 total
includes taxes & fees
28 May - 29 May
Four Points by Sheraton Buffalo Grove
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

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

Breakfast included
Hot tub

Top Highland Park Hotel Reviews

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"Very clean and nice room. Be aware that it is paid self-parking."
Mark 1-night trip
Posted 2 hours ago
Loews Chicago O'Hare Hotel

Frequently asked questions

What are some accommodation options with pools in Highland Park?
Hilton Chicago O'Hare Airport: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless Internet access, an indoor pool and Smart televisions. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool and buffet. Hyatt Regency O'Hare Chicago: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool and a snack bar/deli. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel located near Donald E. Stephens Convention Center. Features a snack bar/deli, an indoor pool and complimentary wireless Internet access. Hyatt Place Chicago/O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Features buffet, an indoor pool and complimentary high-speed (wired) 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.