Book the Best Hotels with POOL in Darien in 2026

Q: What are some accommodations with pools in Darien?

Congress Plaza Hotel : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. 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, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Freehand Chicago : Hotel, 4-minute walk from Michigan Avenue. Provides complimentary wired internet access, an indoor pool, and LCD televisions. Holiday Inn Chicago Dwtn - The Mart by IHG : Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center.

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Our top choices for Darien hotels with a pool

WoodSpring Suites Chicago Darien

Darien

Pool paradise awaits with nearby indoor access, plus fitness centre and hiking trails for a well-rounded recreation retreat.

Theodore

CA $138 total

includes taxes & fees

May 25 - May 26

Hilton Chicago

Downtown Chicago

Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.

Lashaila

CA $368 total

includes taxes & fees

May 26 - May 27

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

Tyrea

CA $261 total

includes taxes & fees

May 26 - May 27

Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

Andy

CA $294 total

includes taxes & fees

May 26 - May 27

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Swim year-round at the urban indoor pool oasis with sun loungers and downtown Chicago views.

"This is probably one of the cleanest hotels we have ever stayed in. The room was so clean along with the lobby. Breakfast was delicious! Our view was beautiful and the best thing was we were so close to the united center and it was an easy drive there and back. The hotel staff is extremely friendly and helpful. We will definitely stay here again! The price along with everything this hotel has to offer is worth it. I highly recommend this hotel!"

James

CA $289 total

includes taxes & fees

May 26 - May 27

Sentral Michigan Avenue

Downtown Chicago

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

Carl

CA $287 total

includes taxes & fees

May 25 - May 26

Level Chicago Fulton Market

Downtown Chicago

Dive into Chicago's vibrant atmosphere with a seasonal outdoor pool perched in an upscale urban setting.

Axel

CA $380 total

includes taxes & fees

May 26 - May 27

JW Marriott Chicago

Downtown Chicago

Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.

Amy

CA $458 total

includes taxes & fees

May 25 - May 26

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Choose what matters most at hotels with a pool in Darien

Breakfast included

Hot tub

Top Darien Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"One of the secrets of Chicago breakfasts. 🍳 Such a fun place and well located."

Holiday Inn Chicago Dwtn - The Mart by IHG

6/10 Okay

"The location is very good, but the hotel needs to make some improvements. First, when you enter, there is a strong smell of humidity, which I imagine is coming from the carpet. The same smell was noticeable in the hallways and in the room. In the room, I found that the sink was clogged, and the shower curtain had a strong marijuana smell. I believe housekeeping should use a checklist before leaving the room so the next guest can have a better impression. Other than that, everything was good!"

Frequently asked questions

What are some accommodations with pools in Darien?

Congress Plaza Hotel: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. 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, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Freehand Chicago: Hotel, 4-minute walk from Michigan Avenue. Provides complimentary wired internet access, an indoor pool, and LCD televisions. Holiday Inn Chicago Dwtn - The Mart by IHG: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center.

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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