Find Hotels with a Pool in Highland Park, IL

  • 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 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
3.0 star property
Highland Park
9.0 out of 10, Wonderful, (1,002 reviews)
"Good location"
United States
Peter
The price is AED 393
AED 436 total
includes taxes & fees
22 Jan - 23 Jan
Courtyard by Marriott Chicago Highland Park/Northbrook
Seasonal outdoor pool, sun loungers

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,154 reviews)
"I love This hotel it was nice staff was really nice "
United States
Essense
The price is AED 768
AED 1,009 total
includes taxes & fees
1 Feb - 2 Feb
Viceroy Chicago
Indoor pool, a heated pool

Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee
2.5 star property
Gurnee
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was just excellent "
United States
Princess
The price is AED 290
AED 325 total
includes taxes & fees
18 Jan - 19 Jan
Wingate by Wyndham Gurnee
Indoor pool

The Westin Chicago Northwest

The Westin Chicago Northwest
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,001 reviews)
"My stay was wonderful . It’s always nice and clean when I go to this hotel "
United States
Whitney
The price is AED 403
AED 451 total
includes taxes & fees
23 Jan - 24 Jan
The Westin Chicago Northwest
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, (411 reviews)
"Great location, clean room and friendly staff!"
United States
Scott
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, (1,024 reviews)
"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 AED 387
AED 510 total
includes taxes & fees
19 Jan - 20 Jan
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, (1,473 reviews)
"The staff was helpful and very friendly , clean rooms and breakfast was awesome "
United States
Deanna
The price is AED 209
AED 234 total
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Chicago Gurnee
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, (1,000 reviews)
"The staff was so friendly, the rooms were clean and the amenities are great! "
United States
Brooke
The price is AED 364
AED 411 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Chicago/Hoffman Estates
Indoor pool

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, (869 reviews)
"Clean room and the staff were friendly and helpful. "
United States
Oscar J.
The price is AED 309
AED 352 total
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Chicago O'Hare
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, (1,002 reviews)
"Clean everything, good breakfast, 24/7 coffee, hot tub, friendly staff 10/10"
United States
Amberly
The price is AED 294
AED 327 total
includes taxes & fees
8 Feb - 9 Feb
Comfort Suites Grayslake near Libertyville North
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

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Fine if you need to be close to O'Hare. "
Mark 1-night trip
Posted 13 hours ago
Hyatt Regency O'Hare Chicago

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Highland Park?
Hilton Chicago O'Hare Airport: Hotel, 5-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. Features 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. Offers complimentary wireless internet access, an indoor pool, and Smart TVs. Viceroy Chicago: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli. Holiday Inn Chicago O'Hare – Rosemont by IHG: Aparthotel, 12-minute walk from Lake Michigan. Provides a sauna, a seasonal outdoor pool, and a rooftop terrace.
What is there to see and do in Highland Park?
Explore places like Lake Michigan while you're in Highland Park. Spend some time experiencing the great outdoors at Chicago Botanic Garden and Park Avenue Boating-Fishing Beach. 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.