Hotel with Pool in Westchester: Find Hotel with Pool in Westchester

Q: What are some accommodation options with pools in Westchester?

The Chicago Hotel Collection Ambassador Gold Coast : Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. Omni Chicago Hotel : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna. Congress Plaza Hotel : Hotel, 3-minute walk from Millennium Park. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hyatt Regency O'Hare Chicago : Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Chicago O'Hare Airport : Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna.

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Our top choices for Westchester hotels with a pool

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.

HK$2,787 total

includes taxes & fees

9 Aug - 10 Aug

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

Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

HK$1,743 total

includes taxes & fees

9 Aug - 10 Aug

JW Marriott Chicago

Downtown Chicago

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

HK$2,954 total

includes taxes & fees

15 Aug - 16 Aug

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.

HK$2,209 total

includes taxes & fees

11 Aug - 12 Aug

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

HK$1,622 total

includes taxes & fees

16 Aug - 17 Aug

Palmer House a Hilton Hotel

Downtown Chicago

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

HK$2,251 total

includes taxes & fees

9 Aug - 10 Aug

Hilton Chicago

Downtown Chicago

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

HK$2,668 total

includes taxes & fees

7 Aug - 8 Aug

Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

Downtown Chicago

Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.

HK$2,530 total

includes taxes & fees

9 Aug - 10 Aug

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Breakfast included

Hot tub

Top Westchester Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Beautiful hotel in a perfect location!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"This was a great place to stay for a quick weekend trip. This was convenient to get to off the interstate and was so convenient to walk to all the shops along magnificent mile. Raymond was such a bright welcoming and the two valet drivers were great as well. They even let me keep my vehicle parked later than check out so we could explore some more of the city before we left town. I would stay here again. I wish we could have made it up to the rooftop bar but timing wasn’t our friend. Rooms were slightly outdated and I’ve stayed at places with softer sheets but I’m easy to please!"

Frequently asked questions

What are some accommodation options with pools in Westchester?

The Chicago Hotel Collection Ambassador Gold Coast: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. Omni Chicago Hotel: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna. Congress Plaza Hotel: Hotel, 3-minute walk from Millennium Park. Offers a full-service spa, an indoor pool and a 24-hour fitness centre. Hyatt Regency O'Hare Chicago: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Chicago O'Hare Airport: Hotel, 3-minute walk from Merchandise Mart. Provides 2 restaurants, an indoor pool and a sauna.

What is there to see and do in Westchester?

While you're in the area, consider exploring places such as United Center, Wrigley Field and Michigan Avenue. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants and shopping are just some of the things to enjoy while you're in the area.

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

You may want to consider a place to stay that has an outdoor pool if you plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation 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 -1°C.

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Our top choices for Westchester hotels with a pool

Sheraton Grand Chicago Riverwalk

Aloft by Marriott Chicago Mag Mile

JW Marriott Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Palmer House a Hilton Hotel

Hilton Chicago

Radisson Blu Aqua Hotel Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown River North

Choose what matters most at hotels with a pool in Westchester

Top Westchester Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago/Magnificent Mile Suites

The Chicago Hotel Collection - Magnificent Mile

Congress Plaza Hotel

Omni Chicago Hotel

The Royal Sonesta Chicago Downtown

Warwick Allerton - Chicago

Frequently asked questions

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