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 Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago O'Hare Airport : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 12-minute walk from Millennium Park. Provides 2 restaurants, an indoor pool, and a health club. River Hotel : Hotel steps from Chicago Riverwalk. Offers a full-service spa, an indoor pool, and a sauna. Travelodge by Wyndham Downtown Chicago : Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

A waterfall in a forest with autumn leaves.

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 Darien Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Darien hotels with a pool

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.

CA $147 total

includes taxes & fees

Jul 26 - Jul 27

Quality Inn and Suites St Charles - West Chicago

St. Charles

Unwind poolside at this modern hotel with a seasonal outdoor pool and lush green surroundings, perfect for summertime splashing.

CA $129 total

includes taxes & fees

Jul 19 - Jul 20

Palmer House a Hilton Hotel

Downtown Chicago

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

CA $436 total

includes taxes & fees

Aug 7 - Aug 8

Hampton Inn Joliet-Plainfield I-55

Joliet

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

CA $165 total

includes taxes & fees

Jul 26 - Jul 27

Sentral Michigan Avenue

Downtown Chicago

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

CA $324 total

includes taxes & fees

Jul 8 - Jul 9

The Royal Sonesta Chicago River North

Downtown Chicago

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

CA $356 total

includes taxes & fees

Aug 6 - Aug 7

Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

Bolingbrook

Indoor pool paradise welcomes guests with sparkling water and quiet atmosphere.

CA $168 total

includes taxes & fees

Jul 28 - Jul 29

Holiday Inn Express & Suites Aurora - Naperville by IHG

Downtown Aurora

Splash into pure relaxation at this spotless hotel featuring an indoor pool and jacuzzi retreat.

CA $221 total

includes taxes & fees

Jul 27 - Jul 28

View all properties

Choose what matters most at hotels with a pool in Darien

Breakfast included

Hot tub

Top Darien Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"The tub was great"

Crowne Plaza Chicago West Loop by IHG

8/10 Good

"The room was clean and so was the balcony. All staff were wonderful and very professional. Parking was in a lot and in and out privileges were simple. The breakfast was better than expected and the restaurant was clean and the food was hot and filling. The only downside is that the bed wasn’t that comfortable to sleep through the night, but it was cozy. I would love to come back, if the bed situation was better. It was definitely a vibe in there when we walked in and we loved it."

Frequently asked questions

What are some accommodations with pools in Darien?

Congress Plaza Hotel: Hotel, 3-minute walk from Millennium Park. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 12-minute walk from Millennium Park. Provides 2 restaurants, an indoor pool, and a health club. River Hotel: Hotel steps from Chicago Riverwalk. Offers a full-service spa, an indoor pool, and a sauna. Travelodge by Wyndham Downtown Chicago: Hotel located near Donald E. Stephens Convention Center. Features an indoor pool, an outdoor pool, and a snack bar/deli.

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.

Explore a world of travel with Expedia

Book Hotels with a Pool in Darien on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Darien Hotels with a Pool