Things to Do This Weekend With the Kids in Long Island

Things to Do with the Kids This Weekend in Long Island — Family Relaxing At Outdoor Summer Event

Things to Do This Weekend with the Kids in Long Island

There is a lot of Long Island family fun happening this weekend!

Looking for fun plans the whole family will enjoy? Long Island is full of exciting events and activities perfect for parents and kids alike. From hands-on crafts and outdoor adventures to community festivals and cultural outings, there’s plenty to explore. Here is just a taste of what’s happening this weekend in Long Island!

Consult our calendar of events for a comprehensive list!

45th Annual Pickle Festival

The beloved Greenlawn Pickle Festival is back, celebrating its 45th year with even more food, new vendors, and of course, plenty of pickles! Families can enjoy rides on the historic Lollipop Farm Train, hay rides, antique cars, arts and crafts vendors and other family-friendly activities.
September 20, 10 am – 4 pm
John Gardiner Farm, 900 Park Ave., Huntington

San Gennaro Feast at Lenny Bruno Farms

San Gennaro Feast, a spectacular two-day event celebrating Italian-American culture, delicious cuisine and the beauty of the farm. This is the only Farm-to-Truck event on Long Island! All food vendors feature foods directly harvested from the farm.
September 20 – 21, 11 am – 6 pm
Lenny Bruno Farms, 740 Wading River Road, Manorville

Tour the Historic Sands-Willets House

During the 1-hour docent-led tour, you’ll visit Sands-Willets’ two period kitchen displays, and learn about their Colonial and post-Colonial roots. See how the Sands women spent their days cooking in the beehive oven and on the hearth, doing laundry without any conveniences and much more.
September 18, 20, 24 & 25, 10:30 – 11:30 am
Sands-Willets House, 336 Port Washington Blvd., Port Washington

Yo, Ho, Ho and a Barrel of Fun

Celebrate National Talk Like a Pirate Day (September 19) with family fun for all ages! Learn about the origins of popular pirate legends as you make your own eyepatch and decorate a pirate hat. Then gather your family crewmates together to design a fearsome pirate flag.
September 20, 11 am – 1 pm
The Whaling Museum & Education Center, 301 Main St., Cold Spring Harbor

38th Annual Bellmore Family Street Festival

Spend the weekend listening to live music, tasting great foods, checking out exciting entertainment and riding thrilling carnival rides throughout Bellmore Village.
September 18-21, various times
Bellmore Long Island Rail Road Parking Lot, Pettit Ave., Bellmore

Malverne Fall Festival & Classic Car Show

Enjoy a full day of family fun, food, and entertainment. Highlights include a Giant Craft & Vendor Bazaar with over 60 artisans, the LI Bites Food Truck Rally featuring 10 top food trucks, a Kids FunZone filled with giant slides, bouncers and obstacle courses, and live performances on the LI Fairs Mobile Stage. Visitors can enjoy everything from handmade jewelry and home decor to delicious BBQ, empanadas and demos by local dance and martial arts schools.
September 20, 11 am – 4 pm
Church Street, the Village Green & the Malverne Train Station, 22 Church St., Malverne

Oyster Bay Railroad Museum’s Rail Fest 2025

The Oyster Bay Railroad Museum is hosting its First Annual Rail Fest! Enjoy a day packed with history, adventure, and fun for the whole family! Experience the thrill of operating a locomotive on state-of-the-art simulators, take a ride in a restored vintage caboose, explore fascinating historic exhibits and enjoy our operating Garden Railway. The day will also feature live music, face painting, vendors, delicious bites from a food truck, and unique railroad artifacts and museum merchandise available for purchase.
September 20, 11 am – 5 pm
Oyster Bay Railroad Museum, 1 Railroad Ave., Oyster Bay

4th Annual Long Island Cares 5k & Paws Walk

This fun-filled event supports Long Island Cares – The Harry Chapin Food Bank and Baxter’s Pet Pantry, and helps families and their beloved pets across Long Island. Runners, walkers, and animal lovers of all ages are welcome to participate in a scenic 5K run or a leisurely walk with their furry companions. Enjoy music, vendors, raffles, and more — all for a great cause!
September 21, 8 am – 1 pm
Belmont Lake State Park, 625 Belmont Road, North Babylon

8th Annual Scarecrow Contest at The Shoppes

The SWR Chamber invites families, artists, scout troops, teams and friends to showcase their funniest, spookiest or most cleverly themed scarecrow creations at this year’s Fall Festival!
Through Sunday, September 28, 2025, from 11 am to 5 pm
The Shoppes at East Wind, 5768 Route 25A, Wading River

Legendary Crafts

Enjoy self-serve crafts in the museum inspired by the many myths and legends of the sea!
Thursdays – Sundays 11 am – 4 pm through Sept. 28
The Whaling Museum & Education Center, 301 Main Street, Cold Spring Harbor

Hicks Nurseries 50th Annual Fall Festival

Indulge in fall favorites every day – fresh NY State apples, apple cider, candy apples, kettle corn, cider donuts, fudge-dipped donuts, homemade pies, Hicks’ famous fudge and cookies. On weekends and holidays, the Hicks Food Truck serves freshly made chicken tenders, hot dogs, French fries and beverages, plus the must-try roasted local corn. Giant Pumpkin Weigh-Off on Sunday, October 6, and Pet Costume Parade & Contest on Wednesday, October 16. All pets welcome with prizes for various categories of costumes.
Through October 26, 10 am – 5 pm
Hicks Nurseries, 100 Jericho Turnpike, Westbury

Legendary Crafts

Jolly Roger Scavenger Hunt

Can you spy all the fearsome pirate flags hidden throughout the museum’s galleries? Keep a weather eye out to discover them all and win a sweet reward – a dazzlingly yummy ring pop!
Through October 31, Thursdays – Sundays 11 am – 4 pm
The Whaling Museum & Education Center, 301 Main Street, Cold Spring Harbor

Long Island History Hunt

A dozen museums and historical sites across Long Island—from Brooklyn to Montauk—have joined forces for the LI History Hunt, a digital adventure exploring hidden stories of spies, patriots, and presidents. Participants register via QR code or app.otocast.com, then visit landmarks to complete selfie challenges. Each completed challenge earns a prize entry, while visiting all 12 sites earns the title Revolutionary Trailblazer and a shot at the grand prize: $500, a colonial-style lunch at Ketcham Inn, museum memberships and more.
Through Sept. 30, all day
Throughout Long Island and New York City

Arts in the Plaza

Arts In The Plaza is Long Beach’s Weekly Arts Festival! Featuring handcrafted art and live music, the spirit of Long Beach is celebrated every Saturday at this inspired outdoor community event. Find one-of-a-kind gifts for yourself and your loved ones at this exclusively handcrafted market. The epitome of shopping local and supporting small businesses, every booth is an opportunity to connect with a local artist. Find creations in myriad mediums, including photography, jewelry, painting, drawing, wood, glass, mixed media, clothing, accessories and home decor. Live music can be enjoyed throughout the day. An eclectic and exciting line-up of musical performances is presented in both the morning and afternoon.
Saturdays 9 am – 2 pm through Oct. 25
Kennedy Plaza, 1 West Chester St., Long Beach

Heritage Farm & Garden 2025 Fall Festival

This family-friendly event is the perfect way to kick off the season with a variety of fun activities for all ages. Enjoy creative pumpkin decorating, participate in our scavenger hunt and get lost in our corn maze. Treat yourself to delicious seasonal foods, beverages and desserts that capture the essence of autumn, or use one of the many photo opportunities to create lasting memories.
Through November 2, 10 am – 4:30 pm
Heritage Farm & Garden, 6050 Northern Blvd., Muttontown