Family-Friendly Fall Activities Near Grand Boulevard 2026

Carnival rides, live bats and skunks, and pumpkin carving demonstrations.

Festive autumn fun fair for children with games, inflatables, and hayrides.

Folklore storytelling, 1920s silent films, and custom spooky poetry on-site.

Riverwalk festival featuring boat hayrides on the Chicago River and pumpkin patch.

Family fall festival with pony rides, hayrides, and costume contests.

Unlimited indoor attractions and free parkwide trick-or-treating in costume.

Family event featuring pumpkin painting and live music.

Community trunk or treat gathering featuring candy and a costume contest.

Chicago Halloween and horror market featuring local vendors, tattoos, and oddities.

Includes a pumpkin, carving supplies, paint, and your first drink.

Kids and adults cook festive savory bites and sweet treats together.

Free family games, crafts, and silly fun with Wacky Drac.

Trick-or-treating for children in Pre-K through eighth grade.

Bring your own pumpkin to decorate using library-supplied materials.

Hands-on pumpkin decorating session designed for kids and families.

Seasonal story hour hosted at the library's Children's Services department.

Halloween story session and craft activity held at the library branch.

Children's scarecrow craft session at the Kennedy Branch library.

Thousands of pumpkins line the zoo lawn alongside daily scavenger hunts.

Annual community festival featuring live music, hayrides, games, and food trucks.

Not-so-scary Halloween fun with Disney tribute concerts and historic trick-or-treating.

Fall festival featuring hayrides, a petting zoo, inflatables, and Scarecrow Lane.

Evening zoo stroll featuring seasonal decorations and pumpkin decorating.

A 1.1-mile trick-or-treat trail featuring games, candy, and a bouncy house.

Create a scarecrow display or vote along Dellwood Park's path.

Outdoor nature play, crafts, and family activities celebrating fall's arrival.

A low-sensory Halloween event designed for neurodiverse children and families.

After-hours Halloween event at the Lincoln Park Conservatory.

Boo-tanical Conservatory Halloween transformation

Indoor trick-or-treating across seven levels of shops

Indoor trick-or-treating with balloon artists.

Festive Halloween party with costume contest and carnival games

Visitors can trick-or-treat across more than twenty-five neighborhood locations in Northalsted.

Family-friendly Trunk or Treat event with free admission.

Glow stick dance party with costume encouragement

Meet the Sanderson Sisters characters