The Best Hotels with a Pool in Maywood, IL from NT$6,838 in 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. Offers 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. Features flat-screen televisions and an indoor pool. River Hotel : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hotel Felix River North/Magnificent Mile : Hotel, 5-minute walk from Michigan Avenue. Provides 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.

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

Tomorrow

This weekend

Next weekend

Our top choices for Maywood hotels with a pool

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

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

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

NT$13,031 total

includes taxes & fees

Jun 7 - Jun 8

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

NT$6,838 total

includes taxes & fees

Jun 28 - Jun 29

The Wade

Downtown Chicago

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

NT$11,164 total

includes taxes & fees

Jun 28 - Jun 29

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

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

NT$9,141 total

includes taxes & fees

Jun 28 - Jun 29

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

NT$8,696 total

includes taxes & fees

Jun 15 - Jun 16

Outdoor 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.

NT$7,998 total

includes taxes & fees

Jun 14 - Jun 15

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.

NT$9,111 total

includes taxes & fees

Jun 28 - Jun 29

Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.

NT$7,585 total

includes taxes & fees

Jun 3 - Jun 4

View all properties

Choose what matters most at hotels with a pool in Maywood

Breakfast included

Hot tub

Top Maywood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"We had an amazing stay at this hotel! From the moment we arrived, the staff was incredibly welcoming, friendly, and attentive. The room was spotless, beautifully decorated, and very comfortable. We especially appreciated the attention to detail and how relaxing the overall atmosphere was. The amenities were excellent, and the location was perfect for everything we wanted to do during our trip. Every interaction with the staff made us feel valued and taken care of. Overall, it was a wonderful experience, and we would absolutely stay here again. Highly recommend to anyone looking for a clean, comfortable, and enjoyable stay!"

DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"The pool/lounge area was amazing! Provided a great view and a wonderful place to relax right in the middle of the city! Every staff member we encountered was exceptionally friendly and helpful. Located just off Michigan Ave but still in a great location with easy access to so many Chicago sites. Would definitely stay here again."

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. Offers 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. Features flat-screen televisions and an indoor pool. River Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hotel Felix River North/Magnificent Mile: Hotel, 5-minute walk from Michigan Avenue. Provides 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 like 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 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Maywood on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Maywood Hotels with a Pool