Lincoln Square Apple Fest
Autumn celebration with fresh Midwest apples, cider, live music, and family entertainment.
46 family-friendly fall activities in Lincoln Square and nearby.
As the leaves turn, Lincoln Square and surrounding areas offer a mix of Halloween activities. From large community gatherings like the Lincoln Square Apple Fest to local trick-or-treating opportunities, there's plenty happening.
Consider the location: some events are within Chicago, while others are short drives away in towns like Evanston. You can also choose between outdoor festivals and indoor trick-or-treating for a different experience.
Chicago's longest-running Halloween costume party in a historic haunted hotel.
Navigate a two-mile haunted trail while zombies try to steal your flags.
Family Halloween concert and costume showcase with Old Town School teaching artists.
Craft a 3D wool pumpkin with accessories using tufting techniques.
See all trunk-or-treats, pumpkin patches, and kid-friendly events nearby.
Trunk-or-treats, library story hours and craft days, downtown merchant trick-or-treat afternoons, and community costume parades are typically free and calendar-published by early October. Add a self-made itinerary: decorated-house drive at dusk, home pumpkin carving with patch-stand pumpkins, and a backyard scavenger hunt. Two free events plus one paid farm day makes a full season without a big spend.
Budget in layers: many farms charge $5-15 admission or per-activity wristbands, pumpkins run by size or weight on top, and food, face painting, and pony rides stack quickly. A family of four commonly lands at $60-100 with a pumpkin each. Cheaper plan: free-admission farm stands for the pumpkin itself, and pay for one activity bundle instead of a la carte everything.
Decide before arrival: one wristband bundle or two single activities per kid, one pumpkin each with a size cap, and one treat. Eat lunch beforehand, bring your own water, and set the souvenir answer to no in the car. Weekday and season-opening discounts are common, and the free stuff, animals, hay mountains, and photo spots, is what kids remember anyway.