Apollo Theater - 10:30 AM
Water Tower Place - 10:00 AM
Peggy Notebaert Nature Museum - various times
Garfield Park Conservatory - various times
Water Tower Place - 10:00 AM
Apollo Theater - 10:30 AM
Family Fun Zone Crest Hill - 6:00 PM
Hotel Zachary - 7:00 AM
Water Tower Place - 10:00 AM
Garfield Park Conservatory - various times
Lincoln Park Conservatory - various times
Sloomoo Institute - Chicago - various times
The Escape Room Chicago - various times
LEGOLAND Discovery Center Chicago - various times
Museum of Contemporary Art - 10:00 AM
Garfield Park Conservatory - various times
Lincoln Park Conservatory - various times
Sloomoo Institute - Chicago - various times
The Escape Room Chicago - various times
Apollo Theater - 10:30 AM
Garfield Park Conservatory - various times
Lincoln Park Conservatory - various times
Sloomoo Institute - Chicago - various times
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Taking a Baby Sitter on Vacation with You
Have you ever been stuck with a family vacation that actually seemed like more work than not being on vacation? If you are used to having childcare, a family vacation can be a shocking experience. It's not something that most people want to admit, and of course we all love spending lots of time with our kids, but hard-working parents need some real down-time too or they're going to have their own little melt-downs that no binky can fix.
Taking a babysitter on vacation with you might seem like a huge luxury, but sometimes luxuries are really necessities. But wanting to take a baby sitter on vacation with you and actually doing it are two different things, two things with lot of steps in between, like how much to pay and how to find a sitter who will travel with you, etc. The experts at Sittercity have shared some tips with us on how to make the fantasy a reality.
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About the Author

Founder of Mommy Poppins
A fourth-generation Brooklynite, Anna started Mommy Poppins in 2007 to help families find the best things to do with kids in NYC, with a particular emphasis on sharing activities that are free, affordable, and enriching. The site, used by millions of families, has grown to become the ultimate resource for parents in the major US cities, plus travel guides for 100s of destinations.
Anna is a believer in the magic of summer camps, traveling with kids, and that you can raise kids on a budget and still have a rich life full of amazing memories. Anna's first Mommy Poppins book, The Young Traveler's Journal and Activity Book, published in 2025 and co-written with her daughter, Amelia Eigerman, brings that ethos to life, in addition to this website.