September GoList: The Best Things to Do With Kids in Westchester

Things to Do

September is here, summer is winding down and a new school year is upon us. Not to worry—the fun doesn't end with the final days of summer. In fact, there are so many fantastic events for families in Westchester and the Hudson Valley, it was hard to narrow down our favorites!

Prolong outdoor time with any of the many festivals, including the annual Cider & Donut Festival, corn-y fun at CORNucopia and the annual Fall Harvest Festival.  For a sportier special event, catch the prestigious American Gold Cup. It was only a matter of time before Peppa-Mint and Bubbleisha’s talents  were discovered; this month they take the stage in Shopkins Live! , which hits Westchester as part of a 75-city tour of the country.

(Note: If you’re on the lookout for the Chappaqua Children's Book Festival, this year’s event will take place in October.)

Beyond these, there are many reasons to keep tabs on our Event Calendar this month, where you’ll find activities that celebrate Labor Day, the return to school, Grandparents Day and the start of autumn, among other occasions. Stay in the know with our newsletters and check back frequently for updates.

Grab your calendar, get ready for a great time, and read on for our favorite things to do with kids in Westchester and the Hudson Valley this month!

New York International Children’s Film Festival: Westchester – Pelham
Friday, September 1-Tuesday, September 5, 2017
This annual film festival features curated film for kids aged 3-18 from around the world, offering the caliber of a metropolitan film house in our suburban backyards. Flicks from Germany, the U.S. and the Middle East include a documentary about a swim team comprising teens on the autism spectrum (presented in a sensory-friendly environment).

New York Renaissance Faire – Tuxedo
Weekends through October 1, 2017, and Labor Day
Lest ye think that the Renaissance Faire is only for lovers of the Renaissance—think again, or else ye might be sent to the gallows or forced to walk ye olde plank. There are also games, rides, arts, crafts, food, music, a maze and loads more. Check out jousting tournaments, meet Robin Hood and marvel at the jugglers, musicians, pirates, parades and more. Dress in period costume for the occasion—bring your own or buy or rent one there.


Several of the corn-y activity stations at the annual CORNucopia festival. Photo taken by the author.

CORNucopia – Sleepy Hollow
Saturday, September 2-Monday, September 4, 2017
There’s no limit to the fun to be had with corn at this third annual festival. Games, crafts, activities and—of course—refreshments are all truly corn-y. Pair that with 18th-century activities and you’ve got a truly a-maize-ing event! Read our in-depth review to learn more.

Holy Trinity Greek Festival – New Rochelle
Thursday, September 7-Sunday, September 10, 2017
This annual tradition boasts rides, games and a celebration of all things Greek: food, dessert, music and dancing.


All aboard at the Holy Trinity Greek Festival. Photo by the author.

American Gold Cup – North Salem
Wednesday, September 13-Sunday, September 17, 2017
This prestigious equestrian event takes place over five days, with enormous prize money at stake. In addition to watching the horse-jumping events, enjoy such family-friendly attractions as pony rides, face painting, a magic show, celebrity sightings and more (weekend only). Weekday events are FREE.

Riverfest – Yonkers
Saturday, September 16, 2017
This all-day event returns to Yonkers with lively fare for all ages. Though the 2017 schedule wasn’t available as of this posting, last year’s features included music on multiple stages (with kid-tailored bands), classic cars, street performers, environmental tours, a break-dancing competition, animal exhibits and more. FREE

Armonk Cider & Donut Festival  Armonk
Sunday, September 17, 2017
Get your fix of doughnuts and cider at this annual festival, plus live music, a pre-event race, doughnut fishing, a carnival and more. This year’s event is bigger than before!

Peekskill Rotary Annual Horse Show and Country Fair - Peekskill
Saturday, September 23, and Sunday, September 24, 2017
The 47th annual horse show and fair, hosted by the Peekskill Rotary, features both English and Western riding contests and instruction throughout the day. Other family attractions include pony and hay rides, bounce rides, arts and crafts, stagecoach rides and more. Admission is free.

Llama-llama-ding-dong at Fieldhome's Fall Festival. Photo courtesy of Fieldhome.

Fall Festival at Fieldhome – Cortlandt Manor 
Saturday, September 23, 2017
This annual festival features a car show, Kids' Zone with inflatable rides, pumpkin decorating, petting zoo, pony rides, arts-and-craft vendors, a homemade bake sale, the Bubble Bus, Critter Caravan, Jocko the Magician and more. Admission is free.

Smithsonian Museum Day Live! – Katonah, Cornwall, Yonkers, Peekskill, Kingston, Poughkeepsie
Saturday, September 23, 2017
Take advantage of FREE admission for two at participating museums in honor of this annual occasion

The Best of the New York International Children's Festival - Pleasantville
Saturday, September 23-Sunday, September 24, 2017
Highlights of the 2017 New York International Children’s Film Festival will be presented, with selections for every age group, along with related hands-on activities for kids on Sunday. Vote for your favorite!

Community art project at Jay Day. Photo credit: Cutty McGill, for the Jay Heritage Center.

Jay Day - Rye
Sunday, September 24, 2017
A panoply of attractions are in store at this event designed to celebrate American culture and customs. Expect live entertainment, literary events for kids, vendors, pony rides, animals, historical immersion, face painting and more. 

Haverstraw River Arts & Music Festival – Haverstraw
Sunday, September 24, 2017
Set along the Hudson River, this compelling event celebrates art in an unusual way. Join in on community art projects, mingle with artists, board the schooner, browse the vendors, make and fly a kite and more.

Shopkins Live! - Tarrytown
Tuesday, September 26, 2017
If your kids are crazy for Carrie Carrot Cake, wild about Boo-Hoo Onion and head over heels for Betty Boot, they might thrill to see some of their favorite collectibles come to life as characters in a musical-theater production, which visits Westchester as part of a 75-city tour of the U.S.

Be sure to check our Event Calendar for even more events happening this month and beyond in Westchester and the Hudson Valley!

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