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Hit the streets with Runner's Edge for the Main Street Mile in Farmingdale. Photo via Facebook/courtesy of the event
Hit the streets with Runner's Edge for the Main Street Mile in Farmingdale. Photo via Facebook/courtesy of the event
9/1/23 - By Jaime Sumersille

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

Take advantage of the still-warm days by popping over to Bounce the City Inflatable Park or stepping back in time at the Long Island Fair. Or, if you're ready to turn the leaf on the calendar, the Great Jack O'Lantern Blaze and Rise of the Jack O'Lanterns both start this month. 

We've got plenty more things to do in our Fall Fun Guide, which is jam-packed with our picks for the best places to go apple picking on Long Island with kids and other must-do fall outings.

Our Family Activity Calendar is growing by the day, and below, we've rounded up our curated list of the best things to do this September with kids. Read on for these can't-miss activities.

Get our picks for every weekend in your inbox—sign up for our newsletter.

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Kick off the spooky season with a visit to the Great Jack-o'-Lantern Blaze Long Island, which opens in late September. Photo by author
Kick off the spooky season with a visit to the Great Jack-o'-Lantern Blaze Long Island, which opens in late September. Photo by author

Top Things To Do on Long Island with Kids this September

Shinnecock Powwow

Southampton
Friday, September 1-Monday, September 4, 2023
The Shinnecock Indian Powwow is one of the largest Native American gatherings on the East Coast. Each day it hosts competitive dancing, guest entertainment, prayers, ceremonial dances, and more. READ MORE

Runner's Edge Main Street Mile with Kids Fun Run

Farmingdale
Saturday, September 2, 2023
Each year, hundreds of runners take to the streets of downtown Farmingdale, finishing in front of the village green and Farmingdale Village Hall. But first, the Kids Fun Run kicks off the day's events. READ MORE

Hampton Classic Horse Show

Bridgehampton
Through Sunday, September 3, 2023
Horse lovers from all across Long Island can enjoy competition in hunter and jumper disciplines across youth and adult divisions at The Hampton Classic. Kids enjoy special activities in the kids' tent, including a family circus, DJs, face painting, pony rides, and more.  READ MORE

Long Island Fair

Old Bethpage
Friday, September 8-Sunday, September 10, 2023
Step back into the days of old at the annual Long Island Fair. There are thousands of exhibits and blue-ribbon competitions in areas like horticulture, needlework, and agricultural skills, as well as circus acts and puppet performances.  READ MORE

Culper Spy Day at the Three Village Historical Society

East Setauket–FREE
Saturday, September 9, 2023
Hosted by the Three Village Historical Society, families are welcome to experience the annual Culper Spy Day, which includes story time, timber house building, lawn games, colonial toy making, crafts, and invisible ink demonstrations.  READ MORE

Bounce the City Inflatable Fun Park

Deer Park
Saturday, September 9-Sunday, September 24, 2023
Hop over to the Tanger Outlets in Deer Park for a giant inflatable fun park, with a silent disco dome, giant ball pit, 600-foot obstacle course, sports arena, slides and more.  READ MORE

St. Mark's Egyptian Festival

Woodbury
Fridays, Saturdays, and Sundays, September 15-24, 2023
Enjoy Egyptian-themed photo booths and authentic homemade culinary dishes at this Egyptian Festival in Woodbury. Explore a variety of interactive cultural displays as well as traditional live Egyptian entertainment. READ MORE

Water Lantern Festival

East Meadow
Saturday, September 16, 2023
Enjoy a picturesque evening at Eisenhower Park when the lake is illuminated by a sea of beautiful, hand-decorated lanterns. The festivities begin with food trucks and music, followed by time to decorate your lantern and a lakeside launch. READ MORE

Pickle Festival at Gardiner’s Farm

Huntington
Saturday, September 16, 2023
The 43rd annual Pickle Festival at Gardiner’s Farm highlights all sorts of cukes, as well as roasted corn and a corn maze. Take a ride on a lollipop train or hay ride before grabbing a pickle-on-a-stick. READ MORE

Fall Festival at Hicks Nurseries

Westbury
Opens Saturday, September 16, 2023
At Hicks Nurseries Fall Harvest, mom and dad can fill their carts with fall decor favorites while kids enjoy fun festival activities. Otto the Ghost stars in his own walk-through adventure, "Otto's House Party," all month long. READ MORE

Art In The Park in Farmingdale

Farmingdale
Sunday, September 17, 2023
Head to Farmingdale's Village Green for a day dedicated to the arts. This annual fest features more than 20 artists displaying their works.  READ MORE

Bayport Aerodrome Society Neighborhood Appreciation Picnic

Bayport—FREE
Sunday, September 17, 2023
The Bayport Aerodrome Society Neighborhood Appreciation Picnic boasts food, flying, and family fun. READ MORE

The Great Jack-o'-Lantern Blaze: Long Island

Old Bethpage
Opens Friday, September 22,2023
The Great Jack-o'-Lantern Blaze: Long Island features illuminated, individually hand-carved jack-o’-lanterns in elaborate displays professionally lit throughout the landscape of Old Bethpage Village Restoration. READ MORE

Greenport Maritime Festival

Greenport–FREE
Saturday, September 23-Sunday, September 24, 2023
Greenport's maritime heritage is at the forefront of the Maritime Festival. Saturday morning’s parade kicks off the festival, followed by wood boat displays, water sports demonstrations, wood carving, model ship building, music, children’s activities, and more.  READ MORE

Draw Out Community Arts Festival

Huntington—FREE
Sunday, September 23, 2023
Enjoy a fun day full of art and music at the Heckscher Museum and in Heckscher Park at this annual event celebrating artistic creativity. Art supplies are limited to the first 100 attendees. READ MORE

Rise of the Jack O'Lanterns

Wheatley Heights
Opens Thursday, September 28, 2023
View thousands of hand-carved, illuminated jack-o'-lanterns creatively arranged along a scenic walking path within the Usdan Summer Camp for the Arts at the Rise of the Jack O'Lanterns event this fall.  READ MORE

Movie Night at Callahan's Beach

Fort Salonga
Friday, September 22, 2023
Catch the movie Lyle, Lyle Crocodile at Callahan's Beach under the stars in Fort Salonga, where admission includes your entire carload. READ MORE

Riverhead Touch-a-Truck - CANCELED

Riverhead—FREE
Sunday, September 24, 2023
NOTE: this event has been canceled, and will not be rescheduled. This free touch-a-truck event hosted by the Riverhead Recreation Department is a great opportunity for youngsters to explore how the trucks and vehicles used by various community helpers work. READ MORE

Circus Vazquez

Huntington Station
Opens Friday, September 29, 2023
This brand-new, high-energy production by Circus Vasquez boasts big talent under the big top tent; with exquisite dancers, daring trapeze artists, silly clowns and more. READ MORE

Oktoberfest + Reflextions Art in the Park in Riverhead

Riverhead—FREE
Saturday, September 30, 2023
Don your dirndl and lace up your lederhosen for the second annual Oktoberfest and Reflextions illumination event! Guests enjoy live entertainment, contests, German-style food, and more. There will also be a costume contest and stein-holding contests. READ MORE

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