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Find Hotels with a Pool in Highwood, IL

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Check availability on Highwood Hotels with a Pool

Our top choices for Highwood hotels with a 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, (1441)
"Clean room, great location right off the highway and near the areas of interest. Staff was friendly."
United States
Keith
$63 nightly
The price is $70
Jan 4 - Jan 5, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chicago Gurnee

Wingate by Wyndham Gurnee

Wingate by Wyndham Gurnee
2.5 star property
Gurnee
9.0 out of 10, Wonderful, (1002)
"Great affordable hotel option near everything important in the area."
United States
AJhourni
$86 nightly
The price is $96
Jan 1 - Jan 2, 2026
Total with taxes and fees
Wingate by Wyndham Gurnee

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, (1001)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
$83 nightly
The price is $95
Jan 10 - Jan 11, 2026
Total with taxes and fees
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Chicago/Northbrook

Hilton Chicago/Northbrook
4.0 star property
Northbrook
8.2 out of 10, Very Good, (1002)
"Great location rooms were comfortable "
United States
Angelica
$80 nightly
The price is $89
Dec 18 - Dec 19
Total with taxes and fees
Hilton Chicago/Northbrook

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, (1805)
"The hotel staff was very friendly and helpful during our stay. "
United States
stacie
$79 nightly
The price is $90
Dec 21 - Dec 22
Total with taxes and fees
avid hotel Chicago O’Hare – Des Plaines by IHG

Hampton Inn & Suites Chicago-Libertyville

Hampton Inn & Suites Chicago-Libertyville
2.5 star property
Libertyville
9.2 out of 10, Wonderful, (941)
"Wonderful place to stay "
United States
Jorge
$91 nightly
The price is $101
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Chicago-Libertyville

Country Inn & Suites by Radisson, Schaumburg, IL

Country Inn & Suites by Radisson, Schaumburg, IL
3.0 star property
Schaumburg
8.8 out of 10, Excellent, (1140)
"Breakfast was superior to most other stays"
United States
Donald
$109 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Schaumburg, IL

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, (842)
"The room was clean and the girl at the front desk was great."
United States
Patricia
$93 nightly
The price is $106
Dec 25 - Dec 26
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chicago O'Hare

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1005)
"Nice family friendly hotel"
United States
Sandy
$93 nightly
The price is $103
Dec 20 - Dec 21
Total with taxes and fees
Hyatt Place Itasca

Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.6 out of 10, Excellent, (1001)
"Convenient, clean , affordable "
United States
Gadari
$110 nightly
The price is $124
Dec 27 - Dec 28
Total with taxes and fees
Hyatt Regency Deerfield
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.

Top Highwood Hotel Reviews

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, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs. Hilton Chicago O'Hare Airport: Offers a snack bar/deli, an indoor pool, and free self parking. Holiday Inn Chicago O'Hare – Rosemont by IHG: Hotel located near Donald E. Stephens Convention Center. Provides a snack bar/deli, an indoor pool, and complimentary wireless internet access. Comfort Suites Chicago O'Hare Airport: Hotel located near Donald E. Stephens Convention Center. Offers an indoor pool, an outdoor pool, and a snack bar/deli.
What is there to see and do in Highwood?
Explore places like Naval Base Great Lakes while you're in the area. Enjoy a stroll along the shore at North Shore Beach Park and North 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.

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