Westchester kids are in for a treat this September.  Check out these upcoming family friendly events- live performances, horses and more!  
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Shopkins Live! Shop it Up Tour
Tuesday, September 26th 3:30pm & 6:30pm
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Shopkins Live! lights up the stage in this premiere live production packed with show stopping performances featuring the Shoppes. Purchase tickets in advance.

illuminate
Sunday, September 17th 5:00pm
The Ridgefield Playhouse, 80 E Ridge Rd, Ridgefield, CT
The most fun you’ll have in the dark! iLuminate combines state-of-the-art technology with electrifying entertainers who perform in the dark to create the ultimate performing arts experience. Purchase tickets in advance.

The Best of the 2017 New York International Children’s Film Festival
Saturday,  September 23rd - Sunday, September 24th 
Jacob Burns Film Center, 364 Manville Rd, Pleasantville, NY
This very special event includes two separate programs of Kidflix (films from the New York International Children’s Film Festival), select shorts made by JBFC students, and an opportunity for audiences to vote for their favorite!

Story Pirates
Saturday, September 23rd 2:00pm
White Plains Performing Arts Center, 11 City Pl, White Plains, NY
Story Pirates turn kids original stories into wild sketch comedy musicals featuring professional actors showing those kids just how amazing their ideas are. Purchase tickets in advance.

Bicycle Sundays on the Bronx River Parkway
Sunday, September 17th and 24th  10am - 2pm
Bronx River Parkway (from Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers)
​During Bicycle Sundays, a portion of the Bronx River Parkway is closed to cars for the exclusive use of bicyclists, joggers, walkers, scooters and strollers.

American Gold Cup
Wednesday, September 13th - Sunday, September 17th 
Old Salem Farm, 190 June Rd, North Salem, NY
The American Gold Cup is one of the most prestigious and iconic equestrian sporting events in the world of International Show Jumping.

​4th Annual Kisco 5k and Kids Mad Dash
Sunday, September 17th 8:30am - 10:00am
Kirby Plaza, 1 Kirby Plaza, Mt Kisco, NY
The 5k race and the Kids Mad Dash bring together neighbors, friends, community members and local businesses for a morning of running and fun for all ages.  Children aged 10 and under are encouraged to pre-register for this year’s Kids Mad Dash, which is FREE to participate in. Proceeds from the race are donated to local organizations.

Peekskill Rotary Horse Show & Country Fair
Saturday, September 23rd - Sunday, September 24th
Blue Mountain Reservation, 435 Welcher Ave, Peekskill, NY
47th Annual Horse Show and Country Fair Fair attractions include pony and hayrides, a country fair and craft market, bounce and slide rides for the children, and a “Kountry Kitchen” offering home-baked goods, pumpkins, apples and mums. ​

For more ideas check out our Fall Apple Picking and Carnival blogs.

As we sadly say goodbye to sun, sand and bathing suits, we shift to our next big season of fun. Fall in Westchester County, NY is filled with so many things to do. Here is a list of upcoming local carnivals and festivals to make the most of the beautiful autumn weather. Enjoy rides, local food, games, live music and more!

As always, we regularly update our Community Calendar with the latest events. You can also visit our Local Business Directory to find play spaces, music classes, art classes, home repair and more. If you need help finding something you can submit a request directly on our website for free. Please sign up for our e-mail list to get the inside scoop on what's happening and more in Westchester.

NY Renaissance Faire
Weekends through October 1st
600 NY-17A, Tuxedo Park, NY
Enter the world of 16th Century England and enjoy themed games, rides, arts, crafts, food, music and dance. Dress in costume and be part of the experience!

​Holy Trinity Greek Festival
Thursday,  September 7th - 10th
Holy Trinity Greek Orthodox Church, 10 Mill Rd, New Rochelle, NY
This family-friendly annual festival features live Greek music and dancing, authentic Greek food and pastries, a bakaliko (Greek deli), DJ music, a flea market, and a marketplace offering jewelry, clothing, giftware, toys and more, as well as rides for all ages, carnival games and fair food.

Yorktown Grange Fair
Friday, September 8th - Sunday, September 10th
99 Moseman Rd, Yorktown Heights, NY
Rides, livestock shows, live music, food, audience participation contests including pie and watermelon eating, bubble show, magicians, antique tractor parade and more. New this year, craft beer!

New Rochelle Street Fair
​Sunday, September 10th 
Main Street - Between North and Centre Aves, New Rochelle, NY
Since it’s inception in 2013, the New Rochelle Street Fair has grown to one of the largest downtown events in the Lower Hudson Valley, transforming Main Street into a fun-filled festival with artists, crafters, entertainment and an international assortment of food.

Food Truck Mash-Up
Sunday, September 10th
Trackside at Empire City Casino, 810 Yonkers Ave, Yonkers, NY
Enjoy a wide variety food, beers & spirits, as well as live entertainment, shopping among local vendors, and plenty of activities and fun for the whole family.

Yorktown Feast of San Gennaro
Wednesday, September 13th - Sunday, September 17th
Commerce St, Yorktown Heights, NY
The Town of Yorktown brings the good vibes of the legendary Feast of San Gennaro to northern Westchester with Italian food, rides, games and entertainment.

Blauvelt Sons of Italy Festival
Thursday, September 14th - Sunday, September 17th
Masonic Park, 89 Western Hwy S, Tappan, NY
This 8th annual celebration of all things Italian features a wide selection of Italian food, live music and dancing, traditional fair fare, carnival games and rides for all ages.

​25th Annual Yonkers Riverfest
Saturday, September 16th
Yonkers Downtown/Waterfront BID, 15 Main St, Yonkers, NY
The 25th Annual Yonkers Riverfest is a family friendly, all-day music and arts event that is expected to attract over 25,000 people and is one of the top events in Westchester County. And it's free!

Armonk Cider & Donut Festival
Sunday, September 17th
Wampus Brook Park, Armonk, NY
Cider and Donut Festival Featuring Jamie's 5K Run for Love and in conjunction with the Byram Hills Preschool Association.

The 9th Annual Friends of Peter C. Alderman Walk & Carnival
Sunday, September 17th
Fenway Golf & Country Club, 384 Old Mamaroneck Rd, Scarsdale, NY
Entertainment includes games, music, barbecue, video game truck, human-sized hamster balls, obstacle course and more. You can participate by signing up to walk, making a donation either to support a walker or to support the Friends of Peter C. Alderman, or by buying a carnival ticket

Peekskill Rotary Horse Show & Country Fair
Saturday, September 23rd  - Sunday, September 24th
Blue Mountain Reservation, 435 Welcher Ave, Peekskill, NY
47th Annual Horse Show and Country Fair Fair attractions include pony and hayrides, a country fair and craft market, bounce and slide rides for the children, and a “Kountry Kitchen” offering home-baked goods, pumpkins, apples and mums. 

Eastchester Columbus Day Celebration Carnival & Parade
Friday, October 6th - Monday, October 9th
Lake Isle Country Club, 660 White Plains Rd, Eastchester, NY
Multi-day festival featuring rides and games, as well as, cuisine and crafts from local restaurants and businesses that celebrate everything local, and most of all, everything Italian! Special events include a DJ Dance Party, Homemade Meatball Contest, Live Music and Homemade Wine Contest. The Eastchester Columbus Day Parade is Sunday, October 8th.

Stone Barns HarvestFest
Saturday, October 7th
630 Bedford Rd, Tarrytown, NY
Typically sold out far in advance, celebrate the best of the farm in fall. Enjoy hayrides, farm demonstrations, activities, crafts, live music, and seasonal fare and more.

Yorktown Festival & Street Fair
Sunday, October 8th
Commerce St & Veterans Rd, Yorktown Heights, NY
A fun filled day of food, music, activities for kids. Includes over 250 vendors, children's rides, music  & dance performances, food, classic cars and more.

21st Annual Sleepy Hollow Street Fair
Saturday Oct 14th
Beekman Ave, Sleepy Hollow, NY
The fair features local food, live music, dance performances throughout the day, kids carnival and more.

Updated September 2019

It is that time of the year, finally! Apples, pumpkins and leaves, OH MY! Fall is here and the greatest way to celebrate is to enjoy the outdoors and get your family out for some fresh air and fresh picked apples. These hot spots are recommendations from our community of Westchester Moms to get the best apples, pumpkins and don’t forget baked goods and apple cider! These locations are all located in and around the heart of Westchester County, NY. 

​STUART’S FRUIT FARM, 62 Granite Springs Road, Granite Springs NY, 10527
Phone: 914-245-2784
Website: http://www.stuartsfarm.com
Hours: 9/6-11/30 10AM- 5PM
Admission: Free Entry
Stuart’s has a very “home-like” feel from its apple picking to its pumpkin picking. Stuart’s has a bakery with apple cider donuts that can satisfy you just by the smell! I know some other Westchester Moms had mentioned waiting in line at the bakery for up to 30 minutes but it is SO worth it! Apple picking begins September 6th and runs daily from 10AM- 5PM through November. Pumpkins will be available for picking in October. Don’t forget to take a hayride (weekends 11AM- 5PM) around the orchard and end your family trip with a fun picnic to take in the wonders of fall. Be sure to bring cash, as Stuart’s does not accept credit cards!

HARVEST MOON FARM & ORCHARD, 130 Hardscrabble Rd, North Salem, NY 10560
Phone: 914-485-1210
Website: http://www.harvestmoonfarmandorchard.com/
Hours: 8AM-6PM April- December 24
Admission Fee: $5
Harvest Moon is family owned and operated. During the Fall they offer pick-your-own apples and a Fall Festival every weekend. Apple picking will begin August 31, 2019 with a hill of McIntosh apples. The Fall Festivals are held every weekend in September and October as well as 9/30, 10/1, 10/9, 10/14! In addition Harvest Moon has a pumpkin patch, hayrides around the farm, a bounce house, live music, games, face painting, pony rides and more! As one Westchester Mom put it, "Harvest Moon has great entertainment and great food but be sure to wear your walking shoes!"

WILKENS FRUIT AND FIR FARM, 1335 White Hill Rd, Yorktown Heights, NY 10598
Phone: 914-245-5111
Website: http://wilkensfarm.com
Hours: Pick-Your-Own: 10AM-4:30PM
Admission: Free Entry
As one Westchester Mom puts it “Wilkens is a no frills farm” with some very tasty apples that make the trip totally worth it! Even though it doesn’t pride itself on the extras like playgrounds or bouncy castles Wilkens can give you that afternoon “country” feel without actually going to the country. You will enjoy a hayride to the orchards, which will have apples, peaches, pumpkins or Christmas trees depending on when you visit. They also have a Corn Maze open Saturday, Sundays & School Holidays 10AM-5PM beginning in mid-September.

BARTON ORCHARDS, 63 Apple Tree Ln, Poughquag, NY 12570
Phone: 845-227-2306
Website: http://bartonorchards.com
Hours: End of July - November Monday - Sunday: 9:00AM - 6:00PM
Admission Fee: Weekends only, there is a $5 admission fee for all guests
A Westchester Mom favorite, Barton Orchards features a petting zoo, playgrounds, a play area, a corn maze, fruits and veggies to pick, shaded picnic areas and so much more on the grounds!  On weekends, along with pick your own, there is live entertainment. Some have said that the line gets very long in the afternoon, thanks for that tidbit Westchester Moms! During apple season, you can pick your own apples from the middle of August to November. Certain apples will be available for picking, depending on when you come for a visit. The pumpkin picking starts late September until the end of October, This mom’s advice is to go early and beat the crowd; my mom always said the early bird gets the worm!  Check out upcoming events on the event section of their website.

FISHKILL FARMS, 9 Fishkill Farm Road, Hopewell JCT, NY 12533
Phone: 845 897-4377
Website: http://www.fishkillfarms.com/
Hours: 9AM-6PM, Pick-Your-Own: 9AM-5PM daily (in season)
Admission Fee: $5 (age 12 and under are free)
Fishkill Farms has been around for about 100 years. Although lacking some bells and whistles like a playground or petting zoo, Fishkill has some low trees for the little ones to pick their own apples. Fishkill Farms can get crowded on the weekends so be sure to cancel all other plans or go early! Fishkill also has festivals going on every weekend from mid-September to mid-October as well as yoga, details are on the event section of their website! A little Westchester Moms secret… the donuts are amazing!

Written by Jenna Korn. Jenna holds a Masters Degree in Early Childhood Education and Special Education in Birth through 2nd Grade. She currently works as an Education Coordinator and Teacher in a private preschool in Bronxville. Jenna enjoys bringing local families together and loves exploring everything Westchester with her 2-year-old daughter.