TOP Hotels with Pool in Maywood, IL for 2026

Q: What are some hotels with pools in Maywood?

Congress Plaza Hotel : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool and a sauna. Hotel Riu Plaza Chicago : Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool and complimentary wireless Internet access. The Chicago Hotel Collection - Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. Hotel Felix River North/Magnificent Mile : Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. River Hotel : Hotel, 5-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool and LED televisions.

Aerial panorama of Chicago, Illinois skyline at sunset. Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States.

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Our top choices for Maywood hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

฿5,788 total

includes taxes & fees

26 May - 27 May

The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

฿5,892 total

includes taxes & fees

26 May - 27 May

Palmer House a Hilton Hotel

Downtown Chicago

Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.

฿9,672 total

includes taxes & fees

26 May - 27 May

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

World-class indoor pool in city centre offers lap swimming and family fun at this luxury hotel.

฿10,233 total

includes taxes & fees

25 May - 26 May

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.

฿6,565 total

includes taxes & fees

25 May - 26 May

Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

฿6,565 total

includes taxes & fees

25 May - 26 May

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

฿6,565 total

includes taxes & fees

25 May - 26 May

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.

฿7,523 total

includes taxes & fees

25 May - 26 May

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Choose what matters most at hotels with a pool in Maywood

Breakfast included

Hot tub

Top Maywood Hotel Reviews

Hilton Chicago

10/10 Excellent

"Beautiful hotel with a great central location to everything. Breakfast was one the best! Staff were wonderful, always asking to help out and very friendly! Would absolutely stay here again!"

Hilton Chicago/Magnificent Mile Suites

8/10 Good

"Beautiful hotel and amazing staff. However, in my first night, I talked housekeeping concierge and front desk when I realized pillows were feather. I'm am terribly allergic . Fell asleep waiting. Noone ever came. Woke with hives and eyes swollen shut. Was corrected the next night. But really ruined my trip. Symptoms still nut fully resolved despite a visit to UC and frequent medicines. Terrible."

Fairmont Chicago at Millennium Park

10/10 Excellent

"This is my new go-to-first choice hotel in Chicago. Location is centrally located, slightly off the beaten track, and unbelievably quiet. Staff is welcoming and especially kind. Very comfortable room with a bed that feels like sleeping on a cloud. The tub was unexpectedly long with a separate shower. Great valet service, very safe parking. Most of all… Safe!"

Frequently asked questions

What are some hotels with pools in Maywood?

Congress Plaza Hotel: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool and a sauna. Hotel Riu Plaza Chicago: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, an indoor pool and complimentary wireless Internet access. The Chicago Hotel Collection - Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. Hotel Felix River North/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. River Hotel: Hotel, 5-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool and LED televisions.

What is there to see and do in Maywood?

While you're in the area, consider exploring places such as Wrigley Field, Navy Pier 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 accommodation that offers an outdoor pool if you're planning to visit Maywood in the hottest months of July, August or June, when the average temp is 22°C. Accommodation offering 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 -1°C.

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. If you want to venture outside the area, hop on a train at Maywood Station. Maywood may not have many public transport choices, so consider renting a car to explore more.

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