Enjoy a Fun Weekend in the Chicago Suburbs!

Sep 27, 2019

This weekend is a perfect time to GET OUT and start exploring the Chicago suburbs.

There’s no better way to explore suburbia than by living like a local—even if it’s just for a few hours. These family-friendly events are the perfect way to do just that. Check out our list below or GET IN TOUCH if you’re exploring other suburbs and we’ll help you strategize an amazing weekend out.


Stop by Tuthill Family Pet Rescue’s Oktoberfest from 6pm-10pm on Saturday. Not only are four-legged guests welcome, but there will be tons of fun activities for everyone including live music, games, a biergarten and more. All proceeds benefit the pet rescue.


Winnetka’s Fall Fest is Saturday from 3:30pm-6:30pm. There will be emergency response vehicles kids can explore plus a pumpkin roll, inflatables, face painting and plenty of local eats.

La Grange

St. Francis Xavier’s Oktoberfest is Saturday from 6:30pm-10:30pm. Enjoy German-inspired activities, dancing, live music and, of course, plenty of beer and food.

Highland Park

Camp out on the beach at Heller Nature Center beginning at Saturday at 5pm. There will be a nature hike, campfire, stargazing, s’mores and a family scavenger hunt. NOTE: This event has been moved from Rosewood Beach, but the hours and schedule will remain the same.

Glen Ellyn

Stacy’s Tavern Museum is hosting Tavern Day Sunday from 1pm-4:30pm. Visit with live farm animals, enjoy hands-on crafts, make your own candles and participate in lots of cool seasonal activities.


Check out Didier Farms’ Pumpkinfest Saturday and Sunday. Here, you’ll find everything from silly string games to pumpkin picking to loads of kids activities and tons of yummy fall eats.


Deerfield’s Harvest Fest is happening all day Saturday. Start by hitting up the farmers market beginning at 7:30am and wrapping at 12:30pm. Then, come back at 5:30pm for Deerfield’s Annual Bags Tournament, live music from The Wayouts and Modern Day Romeos and food and drinks from City Barbecue, Naf Naf Grill, Taco Vida and Nothing Bundt Cakes.


Watch area artists at work and enjoy live music during the Plein Air Painting Festival on Sunday.


Glenview Bloktoberfest is Saturday from 11am-10:30pm. There will be music all day, local food, balloon artists and more.

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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