Chicago Staycation Ideas! | Chicago North Shore Moms

When you need to get away from it all, but don’t have time for a true vacation, book a STAYCATION!  We’re fortunate to live very close to one of the best city’s in the country with unlimited entertainment options for families to enjoy together.  These are a few of our tried and true favorite combos that are combine close in proximity activities with family friendly digs.  Now pack an overnight bag and GO!


Raddison Blu Aqua


Raddison Blu Aqua
Pinstripes + Navy Pier + Pool!

We love the location of this hotel when visiting Navy Pier and the suites + pool make it ultra family friendly.  Bonus- Molly’s Cupcakes, and Beatrix for brunch are just down the street!

Hotel Zachary
Gallagher Way Skating + Lucky Strike Social

This is my favorite hotel in Chicago not only for the gorgeous decor & delish food options, but you can’t beat the proximity to Wrigley and Southport Avenue!  Our kids LOVE a visit to Lucky Strike Social for the huge arcade and bowling!

Hotel Lincoln
Peggy Notebaert Nature Museum + Lincoln Park Zoo + Kings Dining & Bowling

You can’t beat a day exploring Lincoln Park no matter what the season.  The Nature Museum is always a hit with interactive exhibits, Lincoln Park Zoo is one of the best and has multiple indoor exhibits for warmth/air depending on the season (and free!), and Kings has always been a favorite for food + kid-friendly bowling!  Plus the lake front is a short walk from Hotel Lincoln!

Omni Suites
Pool Time + Mag Mile Shopping and Fun!

This hotel is all suites and so super easy with kids!  You’re right in the middle of the Mag Mile magic and the pool is fantastic and chill for families to enjoy themselves in!


Omni Chicago

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