Find Hotels with a Pool in Maywood, IL

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Check availability on Maywood Hotels with a Pool

Our top choices for Maywood hotels with a pool

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, (2969)
"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,394
NT$2,810 total
includes taxes & fees
Dec 24 - Dec 25
Aloft Chicago Mag Mile
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, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,087
NT$4,548 total
includes taxes & fees
Jan 2 - 2026/1/3
Hyatt Centric Chicago Magnificent 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, (3486)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is NT$3,532
NT$4,146 total
includes taxes & fees
Jan 1 - 2026/1/2
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
8.4 out of 10, Very Good, (2750)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,636
NT$4,020 total
includes taxes & fees
Jan 11 - 2026/1/12
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, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is NT$2,299
NT$2,698 total
includes taxes & fees
Jan 6 - 2026/1/7
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is NT$3,616
NT$5,032 total
includes taxes & fees
Dec 28 - Dec 29
Palmer House a Hilton Hotel
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, (2323)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
The price is NT$3,496
NT$5,112 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
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, (2190)
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is NT$2,815
NT$3,305 total
includes taxes & fees
Dec 24 - Dec 25
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (4251)
"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,712
NT$3,183 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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, (2047)
"room was good,location was perfect!"
United States
Kyan
The price is NT$3,370
NT$3,956 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Chicago Dwtn - The Mart by IHG
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 Maywood Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The staff was very friendly and helpful. Anyth"
Isaac 4-night trip
Posted 13 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What are some hotels with pools in Maywood?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Silversmith Hotel Chicago Downtown: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Palmer House a Hilton Hotel: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool, and buffet. Embassy Suites by Hilton Chicago Downtown River North: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Maywood?
While you're in the area, consider exploring places like Wrigley Field, Michigan Avenue, and United Center. Enjoy a stroll along the shore at North Avenue Beach and Oak Street Beach.
When is the best time to book a hotel with a pool in Maywood?
You may want to think about an accommodation with an outdoor swimming pool if you plan to visit Maywood in the hottest months of July, August, or June when the average temp is 71°F. Lodging offering 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.
What's the best way to travel around Maywood?
Knowing the transportation options in Maywood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, ride aboard one of the trains from Maywood Station. Maywood might not have many public transportation choices so consider renting a car to explore more.