Find hotels with pools in Roseland, Chicago from $84

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Roseland Hotels with a Pool

Our top choices for Roseland hotels with a pool

Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1050)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
$123 nightly
The price is $144
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2957)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
$79 nightly
The price is $93
Jan 14 - Jan 15, 2026
Total with taxes and fees
Aloft Chicago Mag Mile
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3461)
"Amazing stay, beautiful view!"
United States
Joshua
$115 nightly
The price is $135
Dec 29 - Dec 30
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
$102 nightly
The price is $120
Jan 11 - Jan 12, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

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, (1756)
"Clean and staff was courteous. "
United States
HANNAH
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2189)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
$89 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2314)
"Wonderful customer service, great location! "
United States
Michelle
$138 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Royal Sonesta Chicago River North
Indoor pool
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2036)
"room was good,location was perfect!"
United States
Kyan
$104 nightly
The price is $122
Dec 24 - Dec 25
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1515)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
$101 nightly
The price is $119
Dec 18 - Dec 19
Total with taxes and fees
The Wade
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1595)
"Great location and friendly staff. "
United States
Eric Lynn
$98 nightly
The price is $115
Dec 18 - Dec 19
Total with taxes and fees
Courtyard by Marriott Chicago 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.
View all properties

Top Roseland Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Good"
Ana 3-night trip
Posted 9 hours ago
Hyatt Regency Chicago

Frequently asked questions

What are some accommodations with pools in Roseland?
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 Roseland?
While you're in the area, consider exploring places like Michigan Avenue, Wrigley Field, and Soldier Field. Surround yourself with nature at Abbott Park.
When is the best time to book a hotel with a pool in Roseland?
You may want to consider an accommodation that offers an outdoor if you'll be visiting 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 visit during the coldest months of January, February, or December when the average temperature is 31°F.

Explore a world of travel with Expedia