Find hotels with pools in Kenwood, Chicago from $84

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Check availability on Kenwood Hotels with a Pool

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Kenwood Hotels with a Pool

Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3438)
"Great hotel"
United States
Clara
$116 nightly
The price is $136
Dec 21 - Dec 22
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1047)
"Great Hotel!"
United States
Wendy
$123 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2119)
"Loved and enjoyed our stay"
United States
Luis
$128 nightly
The price is $145
Dec 28 - Dec 29
Total with taxes and fees
Palmer House a Hilton Hotel
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1741)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2302)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
$130 nightly
The price is $153
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Royal Sonesta Chicago River North
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2178)
"Nice Hotel"
United States
Alan
$89 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2947)
"Great location and great staff!!"
United States
lynne
$84 nightly
The price is $99
Dec 11 - Dec 12
Total with taxes and fees
Aloft Chicago Mag Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5364)
"excellent hotel "
United States
Myounghee
$94 nightly
The price is $111
Dec 18 - Dec 19
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1507)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$101 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Wade
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4226)
"Location is perfect "
United States
Deyana
$82 nightly
The price is $96
Dec 18 - Dec 19
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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 Kenwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Clean, staff, doormen"
Tamela 1-night trip
Posted 19 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What are some accommodations with pools in Kenwood?
Palmer House a Hilton Hotel: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club.
What is there to see and do in Kenwood?
Explore places like Lake Michigan while you're in Kenwood. Make a point to visit attractions like 49th Street Beach and Burnham Park. Kenwood appeals to visitors with its beautiful lakeside setting and array of dining options.
When is the best time to book a hotel with a pool in Kenwood?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 31°F.

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