Photo by Tara Jabbari

Hotels with Swimming Pool in Highwood, Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Highwood Hotels with Swimming Pool

Tonight
Jul 26 - Jul 27
Tomorrow
Jul 27 - Jul 28
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

Top Highwood Hotels with Swimming Pool

Top Highwood Hotel Reviews

Marriott Chicago O'Hare

Marriott Chicago O'Hare

10/10 Excellent
"It was amazing nice and clean and my room was ready... Clean pool..."
angelica 1-night trip
Posted 10 hours ago
Marriott Chicago O'Hare

Frequently asked questions

What are some accommodations with pools in Highwood?
Hyatt Regency O'Hare Chicago: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Allstate Arena. Offers a snack bar/deli, an indoor pool, and buffet. Marriott Chicago O'Hare: Hotel located near Donald E. Stephens Convention Center. Offers 2 restaurants, an indoor pool, and a sauna. Hyatt Place Chicago/O'Hare Airport: Features a snack bar/deli, an indoor pool, and free self parking.
What is there to see and do in Highwood?
Explore places like Naval Base Great Lakes and Six Flags Great America while you're in the area. Enjoy a stroll along the shore at North Beach and Loyola Beach.
When is the best time to book a hotel with a pool in Highwood?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Highwood in the warmest 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 come to town during the coldest months of January, February, or December when the average temperature is 30°F.
What's the best way to travel around Highwood?
Knowing the transportation options in Highwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Highwood Station or Highland Park Fort Sheridan Station. Highwood might not have many public transit options to choose from so consider a car rental to maximize your time.