The Best Hotels with a Pool in Darien, IL from ￥16,428 in 2026

Q: What are some accommodations with pools in Darien?

Congress Plaza Hotel : Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hyatt Regency O'Hare Chicago : Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and a sauna. Freehand Chicago : Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Crowne Plaza Chicago West Loop by IHG : Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. River Hotel : Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

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Our top choices for Darien hotels with a pool

Palmer House a Hilton Hotel

Downtown Chicago

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

￥39,758 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

￥32,055 total

includes taxes & fees

Jul 1 - Jul 2

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

A refreshing seasonal escape awaits at this Chicago hotel's sun-drenched pool area.

￥30,386 total

includes taxes & fees

Jul 7 - Jul 8

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.

￥30,099 total

includes taxes & fees

Jul 5 - Jul 6

The Royal Sonesta Chicago River North

Downtown Chicago

Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.

￥33,421 total

includes taxes & fees

Jul 5 - Jul 6

Hampton Inn Joliet-Plainfield I-55

Joliet

Splash into luxury with this indoor pool oasis, where refreshing dips complement clean, modern rooms.

￥18,134 total

includes taxes & fees

Jun 28 - Jun 29

Sentral Michigan Avenue

Downtown Chicago

Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.

￥38,118 total

includes taxes & fees

Jul 1 - Jul 2

Wingate by Wyndham - Joliet

Joliet

Refresh with a dip in the indoor pool after exploring Joliet's attractions at this hotel with loungers and a hot tub.

￥16,428 total

includes taxes & fees

Jul 12 - Jul 13

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Choose what matters most at hotels with a pool in Darien

Breakfast included

Hot tub

Top Darien Hotel Reviews

Marriott Chicago O'Hare

10/10 Excellent

"Staff was very friendly and helpful. Restaurant was good and quick service."

Congress Plaza Hotel

10/10 Excellent

"We able to checkin early for a small fee. Room was clean and good size. Shower was nice. Had shampoo conditioner and body wash. Sink was a little small for toiletries. Had a mini fridge and TV was fine. They stored our bags when leaving and concierge was very helpful. Very close to Millennial Park and had a great view for fireworks at Navy Pier. Close to the L if coming from Midway. A very nice stay"

Hilton Chicago

6/10 Okay

"I think the biggest drawback was the time to receive a service here. One night it took 4.5 hours for the service desk to connect to house cleaning to provide fresh bedding thus delaying our ability to get a good night’s sleep. The check-in line at night could be up to two hours to get checked in for new guests. We had to find our own clean towels daily."

Frequently asked questions

What are some accommodations with pools in Darien?

Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hyatt Regency O'Hare Chicago: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool, and a sauna. Freehand Chicago: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Crowne Plaza Chicago West Loop by IHG: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. River Hotel: Hotel, 7-minute walk from Allstate Arena. Features complimentary wireless internet access, an indoor pool, and Smart TVs.

What is there to see and do in Darien?

Make a point to visit attractions like Centennial Beach and Morton Arboretum. Discover sights such as National Shrine of St. Therese during your stay.

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

You may want to consider a place to stay that has an outdoor pool if you will be visiting Darien in the warmest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 30°F.

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