23 Best Things To Do on Long Island with Kids September 2025, From Mommy Poppins Editors

Families can celebrate Long Island's agricultural heritage at the Hallockville Museum Farm Country Fair. Photo by author
Families can celebrate Long Island's agricultural heritage at the Hallockville Museum Farm Country Fair. Photo by author
8/29/25 - By Jaime Sumersille

Labor Day kicks off September activities, launching Long Island's season of apple picking, fall festivals, pumpkin patches, and corn mazes.

September on Long Island is like a giant reset button for families—school’s back, routines are kind of returning, and suddenly the weekends are packed with fall fun. From the first signs of sweater weather to the smell of roasted corn in the air, it’s officially fair and festival season!

This month, families can cheer on the paddlers at the Port Jefferson Dragon Boat Race Festival, get creative at the Draw Out! Community Arts Festival at The Heckscher Museum, and soak up all the old-fashioned charm of the Long Island Fair

Keep reading for our favorite family-friendly things to do on Long Island in September—you’ll want to mark your calendar for these can't-miss events.

More Great Things to Do with Kids in September on Long Island

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Places featured in this article:


Port Jefferson Harbor

Cold Spring Harbor Fish Hatchery & Aquarium

About the Author

Jaime Sumersille
Jaime Sumersille, a mom of two boys in Bellmore, has been writing for Mommy Poppins for over a decade. She’s always exploring Long Island’s beaches, parks, and new attractions, and loves sharing those experiences on the site. Jaime enjoys adding her family’s perspective to Mommy Poppins’ mission.