The Best Hotels with a Pool in Crestwood, IL from NT$3,900 in 2026

Q: What are some hotels with pools in Crestwood?

Hotel Felix River North/Magnificent Mile : Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. River Hotel : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Club Quarters Hotel, Central Loop, Chicago : Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hotel Riu Plaza Chicago : Hotel, 12-minute walk from Millennium Park. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites : Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

Reflection on Lake at Dusk at Turtlehead Lake Nature Preserve in Orland Park, IL (Suburban Chicago)

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Our top choices for Crestwood hotels with a pool

Holiday Inn Express Crestwood by IHG

Crestwood

Swim year-round in a serene indoor pool sanctuary, where fitness and relaxation combine at this convenient train station hotel.

NT$3,900 total

includes taxes & fees

May 6 - May 7

Palmer House a Hilton Hotel

Downtown Chicago

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

NT$6,510 total

includes taxes & fees

May 25 - May 26

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

Aloft 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$5,609 total

includes taxes & fees

May 10 - May 11

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

NT$9,374 total

includes taxes & fees

May 9 - May 10

Renaissance Chicago Downtown Hotel

Downtown Chicago

Splash into pure relaxation at this downtown hotel's indoor pool with loungers and fitness center access.

NT$9,826 total

includes taxes & fees

May 8 - May 9

Homewood Suites by Hilton Chicago-Downtown

Downtown Chicago

NT$6,452 total

includes taxes & fees

May 10 - May 11

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$6,664 total

includes taxes & fees

May 10 - May 11

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

NT$4,928 total

includes taxes & fees

May 26 - May 27

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Choose what matters most at hotels with a pool in Crestwood

Breakfast included

Hot tub

Top Crestwood Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Clean and quite. Good location. ."

Congress Plaza Hotel

6/10 Okay

"The room was ok, no thermostat to control temp and was warmer than i would have liked. The bed was hard and made my back hurt. Staff did not answer the phone for about 30 min between 4 calls that i made before getting extra pillows. The doorman called transport for us and it took forever for him to come get us. "

Frequently asked questions

What are some hotels with pools in Crestwood?

Hotel Felix River North/Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers an indoor pool and flat-screen televisions. River Hotel: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Club Quarters Hotel, Central Loop, Chicago: Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hotel Riu Plaza Chicago: Hotel, 12-minute walk from Millennium Park. Offers 2 restaurants, an indoor pool, and a health club. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in Crestwood?

Explore places like Soldier Field while you're in the area. Make a point to visit attractions like Hollywood Park. The restaurants and shopping are just some of the things to enjoy while you're in the area.

When is the best time to book a hotel with a pool in Crestwood?

You may want to consider an accommodation that has an outdoor pool if you will be visiting Crestwood in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 31°F.

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