Are you looking for fall family fun in Westchester County? We have a round-up of the best places to visit with kids in our area. These fall attractions are special events taking place during the autumn months in Westchester County that your family is sure to love!
This guide is in the process of being updated with more fall family fun events. Check back often as new events are added!
August 30th - November 2nd: Fall Festival at Outhouse Orchards, North Salem
September 6th - October 26th (weekends): Fall Festival at Harvest Moon, North Salem
September 23rd: Apple Cider Workshop at Westmoreland Sanctuary, Bedford
September 24th: Apple Picking and Stroller Workout at Stuart's Apple Farm, Granite Springs
September 27th - October 26th (weekends): Pumpkin Painting at Bedford Farms
September 27th: Sleepy Hollow Oktoberfest
September 27th: Apple Cidering and Fall Hike at Rye Nature Center, Rye
September 27th: Rocktoberfest at Matthiessen Park, Irvington
September 27th: Oktoberfest, Croton
October 2nd - 5th: Glass Pumpkin Fundraiser at Kingsland Point Park, Sleepy Hollow
October 3rd: Oktoberfest in Downtown Hastings
October 4th: Harvest Mess and Music Fest, Briarcliff Manor
October 4th: Pound Ridge Harvest Festival
October 4th: Peekskill Rotary's Fall Festival
October 4th: Fall Food Truck Festival in Memorial Park, Larchmont
October 4th: Scarecrow Making at Tarrytown Rec Office
October 4th: Cortlandt Family Fun Day at Cortlandt Youth & Rec Center
October 4th: Scarecrow Building at Harbor Island Park, Mamaroneck
October 11th: Fall Picnic at Greenburgh Nature Center, Greenburgh
October 11th: Fall Fest at Edith Read Wildlife Sanctuary, Rye
October 11th: Larchmont Day Fall Festival
October 11th: Scarecrows on the Sound, New Rochelle
October 11th - 12th: Oktoberfest at Cross County Center, Yonkers
October 11th - 13th: Pumpkin Picking at Muscoot Farm
October 12th: Falling for Fun Fest at The Sailhouse, Tarrytown
October 12th: White Plains Oktoberfest
October 18th: Fall Family Fun Event at Vassallo Park, Croton-on-Hudson
October 18th: Fall Foliage Festival at Broadway Field, Valhalla
October 18th: Fall Nature Walk at Jack Harrington Greenway Trail, White Plains
October 18th: Fall Fest at the Westchester Mall, White Plains
October 18th: Applefest at Boscobel, Garrison
Do you know of a family friendly event happening this fall in the Armonk, Chappaqua, Millwood, Mount Kisco, Thornwood, Pleasantville area and all the Westchester County towns in between? Submit it to our calendar and we’ll have it listed in no time!
![]() | ![]() | ![]() |



