The Best Hotels with a Pool in West Town, IL from AED 625 in 2026

Q: What are some accommodations with pools in West Town?

STAY : Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel : Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago : Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.

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Our top choices for West Town hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas

1. The Robey, Chicago, a Member of Design Hotels

West Town

Seasonal outdoor pool paradise at the Art Deco Robey Hotel with poolside bar and views of Chicago's art scene.

AED 1,080 total

includes taxes & fees

23 Aug - 24 Aug

2. 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.

AED 694 total

includes taxes & fees

23 Aug - 24 Aug

3. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.

AED 1,000 total

includes taxes & fees

9 Aug - 10 Aug

4. 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.

AED 798 total

includes taxes & fees

31 Aug - 1 Sep

5. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Splash into downtown luxury at this Hampton Inn with stylish indoor pool and river proximity.

AED 759 total

includes taxes & fees

1 Sep - 2 Sep

6. 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.

AED 867 total

includes taxes & fees

30 Aug - 31 Aug

7. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

AED 739 total

includes taxes & fees

10 Aug - 11 Aug

8. The Hoxton, Chicago

Downtown Chicago

Take a dip in the seasonal rooftop pool while sipping craft cocktails at this urban Chicago retreat.

AED 1,195 total

includes taxes & fees

9 Aug - 10 Aug

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Choose what matters most at hotels with a pool in West Town

Breakfast included

4 stars

Top West Town Hotel Reviews

Hyatt Regency McCormick Place Chicago

10/10 Excellent

"Had a great visit. Everything was excellent!"

Hilton Chicago O'Hare Airport

10/10 Excellent

"The rooms were very clean. The front desk was very helpful. Dinner in the restaurant was delicious. Our only complaint was that because we were a party of six with lots of luggage, we needed help. It was hard to find and the guy took all the bags to one of three spaced out rooms and left. We still had to move our own bags even though my husband had tipped well. The only carts were the ones people brought over from the airport and there were none in the morning so we just did it ourselves. We do realize that in an airport hotel, most guests wouldn't need this service but after a long day of travel we did. That's our only problem to mention because the hotel is nice and otherwise had everything we needed for a one night stay."

Frequently asked questions

What are some accommodations with pools in West Town?

STAY: Hotel, 3-minute walk from Merchandise Mart. Features 2 restaurants, an indoor pool, and a sauna. Congress Plaza Hotel: Hotel steps from 875 North Michigan Avenue. Offers an indoor pool and flat-screen televisions. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hyatt Regency O'Hare Chicago: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.

What is there to see and do in West Town?

Explore places like United Center, Michigan Avenue, and Wrigley Field while you're in the area. The picturesque setting of Humboldt Park and Wood Street Gallery showcase the area's natural beauty. From live music to theater scene, West Town has many things to see and do that everybody will appreciate.

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

You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting 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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Check availability on West Town Hotels with a Pool

Our top choices for West Town hotels with a pool

1. The Robey, Chicago, a Member of Design Hotels

2. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

3. Hyatt House Chicago/West Loop-Fulton Market