Find hotels with pools in Oakland, Chicago from $119

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Check availability on Oakland Hotels with a Pool

Top Oakland Hotels with a Pool

voco Chicago Downtown - Riverwalk by IHG
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3205)
"Great stay "
$159 nightly
The price is $187
Nov 9 - Nov 10
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
The Wade
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade
4.5 star property
8.4 out of 10, Very Good, (1360)
"Great place to stay"
$135 nightly
The price is $158
Nov 2 - Nov 3
Total with taxes and fees
The Wade
Aloft Chicago Mag Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2861)
"Had a great stay!"
$138 nightly
The price is $162
Nov 9 - Nov 10
Total with taxes and fees
Aloft Chicago Mag Mile
Best Western River North Hotel
Indoor pool
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1025)
"Great stay"
$101 nightly
The price is $119
Nov 9 - Nov 10
Total with taxes and fees
Best Western River North Hotel
Palmer House a Hilton Hotel
Indoor pool
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very Good, (2008)
"Great place to stay."
$198 nightly
The price is $229
Oct 30 - Oct 31
Total with taxes and fees
Palmer House a Hilton Hotel
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Hyatt Centric Chicago Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (1037)
"Great place to stay"
$177 nightly
The price is $208
Nov 9 - Nov 10
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
The Royal Sonesta Chicago River North
Indoor pool
The Royal Sonesta Chicago River North
4.5 star property
9.2 out of 10, Wonderful, (2186)
"Great location, and value for money."
$199 nightly
The price is $234
Nov 13 - Nov 14
Total with taxes and fees
The Royal Sonesta Chicago River North
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
8.8 out of 10, Excellent, (1939)
"Very Nice Hotel in a great location."
$159 nightly
The price is $187
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
InterContinental Chicago Magnificent Mile by IHG
Indoor pool
InterContinental Chicago Magnificent Mile by IHG
4.5 star property
9.0 out of 10, Wonderful, (2490)
"Great stay "
$211 nightly
The price is $242
Nov 9 - Nov 10
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
Sentral Michigan Avenue
Indoor pool
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (955)
"Great location and cleanliness of rooms. Staff was extremely helpful "
$160 nightly
The price is $188
Nov 10 - Nov 11
Total with taxes and fees
Sentral Michigan Avenue
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 Oakland Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"This was HANDS DOWN a fantastic hotel for so many reasons. Will stay here again!!!"
Jen 3-night trip
Posted 10 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What are some accommodations with pools in Oakland?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool, and flat-screen televisions. Freehand Chicago: Hotel, 4-minute walk from Michigan Avenue. Offers complimentary wired internet access, an indoor pool, and LCD televisions. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 8-minute walk from Lake Michigan. Features a 24-hour fitness center, an indoor pool, and flat-screen televisions.
What is there to see and do in Oakland?
Explore places like Lake Michigan while you're in Oakland. The picturesque setting of Burnham Park and 41st Street Beach showcase the area's natural beauty.
When is the best time to book a hotel with a pool in Oakland?
You may want to consider an accommodation that offers an outdoor if you're planning to visit in the hottest 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 visit during the coldest months of January, February, or December when the average temp is 31°F.

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