Kid-Friendly Chicago Hotel Deals and Hotels with Indoor Pools in Chicagoland for Cool Winter Staycations

WinterYear-Round Swimming

Are you feeling the winter blues? A mini family stay-cation is the perfect way to combat those winter blahs in the coolest fashion! A little time away with the family and a much needed change of scenery is something we all crave this time of year. That’s why we’ve researched the best kid-friendly hotel deals and the hotels with indoor pools in the area. So get ready to make lasting memories together and return home refreshed!

Hotels with Pools in the Western Suburbs of Chicago

Note: If you have your heart set on the pool, it’s best to confirm with the hotel ahead of time that it will be open during your visit.

Chicago Marriott Suites (Downers Grove)
1500 Opus Place
Downers Grove,
 IL 60515

Splash around in their indoor pool (wristband required)! Their restaurant, Allie’s American Grille, is open for breakfast, lunch and dinner, and they also have in-room dining.

The Westin Chicago (Lombard)
70 Yorktown Center
Lombard, IL 60148 
(630) 719-8000

Swim indoors at their heated lap pool or whirlpool. Then, make a reservation on-site at Harry Caray’s Italian Steakhouse for a fancy dinner, or explore all the options in the nearby Yorktown Center.

TownPlace Suites Chicago (Naperville)
1843 West Diehl Road
 IL 60563
(630) 548-0881

Start the day with complimentary breakfast, swim with the family at their heated indoor pool/whirlpool, and explore all that the area has to offer.

Hyatt House Chicago (Oak Brook)
210 W 22nd Street
Oak Brook, IL 60523
(630) 590 1200

After enjoying a complimentary breakfast, relax with the family at their indoor pool. Pet-friendly, with a convenient grab-and-go snack/grocery market.

Hyatt Lodge (Oak Brook)
2815 Jorie Blvd.
Oak Brook, IL 60523
(630) 568-1234

Beautiful views to be enjoyed all around as this hotel is nestled on acres of forest preserve and a scenic lake. Take a dip in the indoor pool, dine at Water’s Edge Lakeside Cafe, and take advantage of complimentary shuttle service to local attractions.

Aloft Chicago O’Hare (Rosemont)
9700 Balmoral Avenue
Rosemont, IL 60018
(847) 671-4444

This suburban hotel with an urban feel is conveniently located by the beautiful Sparkle Light Festival in Rosemont. Indoor heated pool, lounge area serving appetizers, and 24-hour gourmet market, too.

Hotel Deals and Packages for Families in Chicago

Loews Chicago
455 North Park Drive
Chicago, IL 60611
(312) 840-6600

Their GingerBed and Breakfast includes a holiday movie, bedtime story and hot cocoa all before bedtime! The next morning, your little ones can enjoy decorating gingerbread cookies while they wait for breakfast to be served. Loews also has a Snowed Inn Package that features a fun kids pop up tent to enjoy during your stay, along with cocoa, cookies and a movie on arrival night.

Swissotel Chicago
323 East Upper Wacker Drive
Chicago IL 60601
(312) 565-0565

The Swissotel Kids Suite features a two-room suite (one room for adults and the signature Swissotel Kids Room,) as well as age-appropriate toys, books and games. Enjoy, all complimentary: an in-room movie, movie theater welcome amenity, and breakfast at The Palm for two adults and up to two children. During the summer months, you can check out taking a water taxi from Union Station or Ogilve to Michigan Avenue for an extra-special entrance.

The Ritz-Carlton Chicago
160 East Pearson Street
Water Tower Place
Chicago, IL 60611 
(312) 266-1000

Their sweet American Girl Package includes a take home doll travel bed and American Girl keepsake. The Ritz provides special and luxurious accommodations for your American Girl loving kid.

Intercontinental Chicago Magnificent Mile
505 N. Michigan Avenue
Chicago, IL 60611
(312) 944-4100

Their Elf on the Shelf Family Package includes breakfast and an Elf on the Shelf doll. The hotel boasts a junior Olympic sized swimming pool as well as their on-site restaurant, Michael Jordan’s Steak House, for an extravagant dinner out.

Hyatt Centric Chicago Magnificent Mile
633 North Saint Clair Street
Chicago, IL 60611
(312) 787-1234

Swim at their indoor pool/whirlpool, dine at their on-site restaurant (Level Two), and explore all that the city has to offer: the Magnificent Mile, Navy Pier, or the Chicago Riverwalk.

Embassy Suites by Hilton, Chicago Downtown
600 North State Street
Chicago, Illinois, 60654
(312) 943-3800

Enjoy free made-to-order breakfast and swim time in their indoor heated pool. Located conveniently on State Street, close to shopping, museums, live theater, and dining options for lots of added family fun.

If you’re looking for more fun things to do with the family this season, check out our winter activities list! And, don’t miss our most unique holiday experiences list for more great inspiration!

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