The Best Hotels with a Pool in Kenwood, IL from NT$4,677 in 2026

Q: What are some accommodations with pools in Kenwood?

River Hotel : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel : Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

A large classical building with a green dome and columns, surrounded by snow-covered ground and leafless trees.

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Our top choices for Kenwood hotels with a pool

1. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.

NT$6,795 total

includes taxes & fees

Sep 27 - Sep 28

2. 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$5,638 total

includes taxes & fees

Sep 27 - Sep 28

3. Hilton Chicago

Downtown Chicago

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

NT$8,806 total

includes taxes & fees

Sep 25 - Sep 26

4. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

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

NT$9,294 total

includes taxes & fees

Oct 1 - Oct 2

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

5. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

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

NT$7,929 total

includes taxes & fees

Sep 20 - Sep 21

6. 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$8,967 total

includes taxes & fees

Sep 27 - Sep 28

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

7. 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.

8. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

NT$7,378 total

includes taxes & fees

Sep 27 - Sep 28

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Choose what matters most at hotels with a pool in Kenwood

Breakfast included

4 stars

Top Kenwood Hotel Reviews

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good

"The combination of two flags in the same property is a bit inconvenient for the elevator usage."

Frequently asked questions

What are some accommodations with pools in Kenwood?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club. The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.

What is there to see and do in Kenwood?

Explore places like Lake Michigan while you're in Kenwood. Make a point to visit attractions like 49th Street Beach and Burnham Park. Kenwood appeals to visitors with its beautiful lakeside setting and array of dining options.

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

You may want to consider an accommodation with an outdoor swimming pool if you plan to visit in the warmest months of July, August, or June when the average temperature is 70°F. Lodging with 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.

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Our top choices for Kenwood hotels with a pool