Top 10 family things to do in Wicker Park

The opportunities for family things to do in Wicker Park are endless. It’s truly one of the best places to treat your family to fun outing of charming parks, quirky boutiques, and mouthwatering eateries! This guide will go over all the best places you need to know about if you have little kids, older kids, or are visiting from out of town.

1. Shop and create art at One Strange Bird

This boutique has almost everything you can think of for a family to enjoy – event space, kid’s art classes, shopping, and gifts!

2124 W Division St. Chicago, IL 60622

Things to do in Wicker Park after a family photoshoot, visit One Strange Bird

2. Test your detective skills at the Escape Artistry

A fun activity for adults and kids of all ages! With two locations and 5 missions you’re guaranteed to have your escaping skills to the test.

Things to do in Wicker Park after a family photoshoot, visit Escape Artistry

3. Enjoy the outdoors at the

Summer Splash pads, playgrounds, baseball fields, murals, gyms for kids, pools you’ll find all this at local parks and community centers like Charles Joel and Holstein Park.

Wicker (Charles, Joel) Park: 425 N Damen Ave, Chicago, IL 60622

Holstein Park: 2200 N. Oakley Ave. Chicago, IL 60647

4. Support vendors at the Wicker Park Farmers Market

The Farmer’s market is open year round! In the summer and fall you will find the vendors outdoors while this winter and early spring season they will open indoors every 1st & 3rd Sunday at The Robey.

Things to do in Wicker Park after a family photoshoot, visit the Farmer's Market

5. Have fun at Whirly Ball

Feeling competitive? Take your family to e Whirly balls to try out the whirly ball game, laser tag, bowling, and other games.

1825 W Webster Ave. Chicago, IL 60614

6. Enjoy tasty treats

Wicker Park is full of bakeries, shops, and family friendly restaurants. A few places to consider if walking on Milwaukee, Damen, or North Avenues : Jenni’s Splendid Ice Cream, Stan’s Donuts, Crumbl Cookies, Uni Uni Bubble tea.

7. Walk the Bloomingdale Trail (The 606)

The 606 is a trail of 2.7 where locals love to bike, walk, or run. It’s a worthwhile walk for anyone who enjoys the outdoors connecting 4 parks, featuring art installations, and so much more!

Enter through Ashland (1600W) and Ridgeway (3750W)

8. Purple Monkey Playroom

The playroom is great spot for parents with kids under 6 years old. Sign up you kiddos for reading, playtime, bubbles and more while you do some errands.

2040 N Western Ave. Chicago, IL 60647

9. Check out Wicker Park Bucktown Community Events

Wicker Park Bucktown is always full of events for families. Support the community and local shops in the winter with big events like Tree lighting ceremony, the Wicker Park Fest in the summer, or check their website and Instagram calendar for weekly and monthly activities.

10. Find great reads at Myopic Books

Does your family like to read? We’re sure you’ll find some real treasures at Myopic Books.

1564 N Milwaukee Ave, Chicago, IL 60622

Family Things to do in Wicker Park, Conclusion

In conclusion, Wicker Park offers limitless opportunities for family activities, making it an ideal destination for delightful outings filled with charming parks, unique boutiques, and delectable eateries. This guide covers all the essential places for families with little kids, older kids, or those visiting from out of town.

Thank you for visiting my blog! If you are looking for a family photographer in the Wicker Park, Chicago area – I’d love to talk! Just click here to get in contact with me. My family portraits spots fill up fast so don’t wait too long! If you’re just looking for some family photoshoot inspiration check out my family page here!

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Photo by Mariyas Photography

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Hi! I'm Mariya Maximtsev - a published Chicagoland portrait photographer. I love taking pictures of amazing families, and creating custom sessions for women and business owners!