Long Island Weekend Events October 2nd-3rd: Fall Harvest Festivals, Fairs, Music and More

Things to Do with Kids on Long Island

After a prolonged summer, finally some nice cool weather is headed our way, officially bringing with it a real, autumn feel. The theme for this weekend’s activities: fairs, festivals and fun-filled fall! And if you've had your fill of pony rides and bounce houses, take a break at the Rock the Harvest music and wine festival, where kids get in free and five local bands are playing. Enjoy the crisp weather--and the apples!


The Long Island Fair
Old Bethpage Restoration Village
1303 Round Swamp Road
Thursday, September 30th – Sunday, October 2nd
10:00AM – 5PM
Talk about fun-filled days ahead! Take part in countless great events and watch performances including puppet and magic shows, traditional music and dancing, old time baseball, juggling, storytelling and so much more. There’s simply too much to list – go see for yourself! The cost is $12 for adults, $8 for seniors, children 5-12 and volunteer firefighters. 


Bellmore Family Street Festival
Bellmore Railroad & Sunrise Highway
Friday, October 1st, 6-11pm
Saturday, October 2nd & Sunday, October 3rd, 11am-11pm
(rain date Oct. 23rd & 24th)
There’s a little something for everyone at this sizable street fair! Sample international foods, live entertainment from a variety of bands. dozens of craft vendors, dance and karate demonstrations and kids rides to keep the little ones entertained. FREE admission to the festival, $12 admission for unlimited rides in the Kids Expo arena. 


Children’s Festival and Craft Fair
Crabmeadow Beach
631.462.0303 ext. 161
Saturday, October 2nd, 10AM-5PM
A day made for the little ones. Pony rides, clowns, bounce castles and a petting zoo are just a sampling of the activities. Parents can enjoy the craft fair part – so everyone goes home happy! The cost is $5 donation per car. Donations go to the Child Care Council of Suffolk Parent Leadership Initiative Program.


Rock the Harvest
Pindar Vineyards
37645 Main Road
Saturday, October 2nd, 12-6 (raindate Oct. 3rd)
Take part in Long Island’s only independent music and wine harvest festival. The $20 charge for adults includes a complimentary glass of wine and keepsake glass. Children are free and all are invited to listen to the music of 5 local bands – Big Suga, Kerry Kearney Band, Big River Ransom, Jay Scott Band and Taost. 


Annual Apple Festival and Fair
Stony Brook Community Church
216 Christian Avenue
Stony Brook
Saturday, October 2nd, 11am-5pm
THE place to be for all things apples. No shortage of apple fritters, pies and candied apples. Pony rides, bounce houses, face painting, and other activities for the kids. FREE admission.


Amityville Rotary Fall Festival
25 Broadway
Saturday, October 2nd, 10am-4pm
Apples, baked goodies, face painting, entertainment and crafts await you! Rain or shine.


Fall Pumpkin Festival
Harbes Farm
Three locations: Mattituck, Jamesport and Riverhead.
Weekends through October 31st, 10am-6pm
Jumpstart the pending transition to autumn. Choose one of three locations of the Harbes Family Farm and get the kids excited about fall festivities. Each location has slight variations and activities, so check their website to determine which locale is perfect for you and your family. Among the great events you’ll experiences are pick-your-own-pumpkins, pony rides, hay and wagon train rides, maze madness and much more. There is no admission to the farm or charge for parking. Individual activities range from $3 up.