Find Hotels with an Outdoor Pool in Highland Hills, IL
Check availability on Highland Hills Hotels with an Outdoor Pool
Top Highland Hills Hotels with an Outdoor Pool

Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
8.4 out of 10, Very Good, (1004)
$97 nightly
The price is $114
Jan 2 - Jan 3, 2026
Total with taxes and fees

The Hoxton Chicago
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
$174 nightly
The price is $204
Dec 28 - Dec 29
Total with taxes and fees

Level Chicago - River North
Downtown Chicago
9.0 out of 10, Wonderful, (784)
$245 nightly
The price is $287
Dec 14 - Dec 15
Total with taxes and fees

Level Chicago Fulton Market
Downtown Chicago
9.2 out of 10, Wonderful, (356)
$288 nightly
The price is $338
Dec 14 - Dec 15
Total with taxes and fees

Quality Inn and Suites St Charles - West Chicago
St. Charles
8.2 out of 10, Very Good, (1000)
$65 nightly
The price is $73
Jan 4 - Jan 5, 2026
Total with taxes and fees

DoubleTree by Hilton Chicago - North Shore Conference Center
Skokie
8.8 out of 10, Excellent, (1003)
$101 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees

Eaglewood Resort and Spa
Itasca
8.8 out of 10, Excellent, (1029)
$130 nightly
The price is $144
Dec 14 - Dec 15
Total with taxes and fees

Marriott Chicago O'Hare
O'Hare
8.6 out of 10, Excellent, (1197)
$125 nightly
The price is $147
Jan 2 - Jan 3, 2026
Total with taxes and fees
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 Highland Hills Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard
10/10 Excellent
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