Find Hotels with a Pool in Maywood, IL

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Maywood Hotels with a Pool

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Maywood Hotels with a Pool

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
The price is ￥11,059
￥12,980 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Downtown South Loop
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, (2949)
"Great location and great staff!!"
United States
lynne
The price is ￥11,805
￥13,859 total
includes taxes & fees
Dec 10 - Dec 11
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

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3439)
"Great hotel"
United States
Clara
The price is ￥18,018
￥21,152 total
includes taxes & fees
Dec 21 - Dec 22
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
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, (2030)
"Great hotel."
United States
Mario
The price is ￥15,222
￥17,869 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Chicago Dwtn - The Mart 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
The price is ￥15,184
￥22,385 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Centric Chicago Magnificent Mile
Indoor pool
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, (2741)
"Great food clean room friendly staff"
United States
MARINA
The price is ￥13,048
￥19,876 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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
The price is ￥15,688
￥18,418 total
includes taxes & fees
Dec 11 - Dec 12
The Wade
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, (2179)
"Nice Hotel"
United States
Alan
The price is ￥13,883
￥16,298 total
includes taxes & fees
Dec 16 - Dec 17
DoubleTree by Hilton Chicago - Magnificent Mile
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
The price is ￥15,999
￥23,752 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Royal Sonesta Chicago River North
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1573)
"Professional staff, great location. "
United States
Kelly
The price is ￥20,038
￥28,180 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sheraton Grand Chicago Riverwalk
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 Maywood Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Thank to Mr.Robert for getting a good room with a beautiful view of the river "
Armando 4-night trip
Posted 1 day ago
The Royal Sonesta Chicago Downtown

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Maywood?
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, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Congress Plaza Hotel: 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.