Find Hotels with an Outdoor Pool in Highland Hills, IL

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Check availability on Highland Hills Hotels with an Outdoor Pool

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Dec 4 - Dec 5
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Dec 5 - Dec 6
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Top Highland Hills Hotels with an Outdoor Pool

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1004)
"Amazing staff clean and secure hotel "
United States
Aniyah
$97 nightly
The price is $114
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
3 bars/lounges, piano bar
The Hoxton Chicago

The Hoxton Chicago

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
"Love the Hoxton, it’s a beautiful hotel and the staff is amazing. "
United States
Sam
$174 nightly
The price is $204
Dec 28 - Dec 29
Total with taxes and fees
The Hoxton Chicago
Premium bedding, pillowtop beds, in-room safe, individually furnished
Level Chicago - River North

Level Chicago - River North

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (784)
"Good location to visit the riverfront...walkable"
United States
Patricia
$245 nightly
The price is $287
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago - River North
Executive lounge
Level Chicago Fulton Market

Level Chicago Fulton Market

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (356)
"Great hotel!"
United States
Giselle
$288 nightly
The price is $338
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago Fulton Market
Lobby
Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago

2.5 star property
St. Charles
8.2 out of 10, Very Good, (1000)
"Convienient, friendly staff, quiet"
United States
Rick
$65 nightly
The price is $73
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quality Inn and Suites St Charles - West Chicago
Bar (on property)
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4.0 star property
Skokie
8.8 out of 10, Excellent, (1003)
"Clean, comfortable, quiet room. Staff at check-in and check-out were efficient."
United States
Kathy
$101 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Chicago - North Shore Conference Center
Front of property - evening/night
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4.0 star property
Itasca
8.8 out of 10, Excellent, (1029)
"Room is clean, very approachable staff! "
United States
raden
$130 nightly
The price is $144
Dec 14 - Dec 15
Total with taxes and fees
Eaglewood Resort and Spa
Exterior
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 star property
O'Hare
8.6 out of 10, Excellent, (1197)
"Great place "
United States
VIRGIL
$125 nightly
The price is $147
Jan 2 - Jan 3, 2026
Total with taxes and fees
Marriott Chicago O'Hare
3 bars/lounges, cocktail bar, rooftop bar, rooftop bar
The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels

3.5 star property
West Town
9.2 out of 10, Wonderful, (1001)
"Room was nice and there is a great view of the city from the rooftop. "
United States
Richard
$157 nightly
The price is $184
Dec 18 - Dec 19
Total with taxes and fees
The Robey, Chicago, a Member of Design Hotels
Reception
Hampton Inn Chicago/Naperville

Hampton Inn Chicago/Naperville

2.5 star property
Naperville
9.0 out of 10, Wonderful, (1001)
"Definitely a good stay! Best hotel breakfast ive had tbh."
United States
Nathan
$87 nightly
The price is $97
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn Chicago/Naperville
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.
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Top Highland Hills Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"Great stay. Place seems to have made some improvements since last time. I'll go back!"
Mark 2-night trip
Posted 19 hours ago
SureStay Plus Hotel by Best Western Chicago Lombard

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