Get Out & Get Exploring in the Chicago Suburbs

Sep 19, 2019

We’ve got your guide to an action-packed weekend in the Chicago suburbs.

The best way to explore the Chicago suburbs? By grabbing your gang and heading to these local events and activities happening all weekend long.

Looking in other towns? Contact us to start strategizing now.


Learn about life as a pioneer during Pioneer Day at Crow Island Woods from 10am to 3pm on Sunday. Admission is free and includes wagon rides, games, live music, a petting zoo and more.

South Barrington

The Arboretum of South Barrington’s Art Festival is Saturday and Sunday from 10am to 5pm. There’s an art tent for kids and admission is free.

Lake Forest

Lake Forest’s Fall Festival is 3pm to 10pm on Saturday. Families will enjoy live music, inflatables, kids games and activities and more.

La Grange

Saturday is Batman Day at Chimera’s Comics. Batman will be on-site from 11am to 2pm to greet young fans.

Highland Park

Highland Park’s Oktoberfest is from 12pm to 10pm on Saturday. It’s free and features live music on multiple stages and kids’ attractions.


Didier Farms’ Pumpkinfest makes its 2019 debut on Saturday. Families will enjoy games, pig races, a petting zoo, kids rides and other festivities.


Go on an educational tree walk at Jewett Park on Saturday from 10am to 11pm.


The Glenview Farmers Market is open Saturday from 8am to 12pm. Afterward, head across the street to learn about Historic Wagner Farm.

There are hundreds of towns to choose from. How do you figure it all out? You simply don’t, without getting a Suburban Jungle Strategist to help you through it all. Schedule here for your strategy session with our innovative suburbs strategy team. All services are completely free.

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