Watch the giant balloons take flight at the Hudson Valley Hot Air Balloon Festival. Photo courtesy of the fest
Watch the giant balloons take flight at the Hudson Valley Hot Air Balloon Festival. Photo courtesy of the fest

Best Things To Do in Westchester in September 2021 with Kids

Summer might be winding down, but September is sizzling with must-do events for Westchester and Hudson Valley families. From the wrap-up of summer festivals to hot-air balloon rides, fairy walks, and more, our roundup of the best events this month will keep things hopping through Labor Day weekend, the start of Oktoberfest, and Halloween season. Many of these are FREE!

To make September more exciting, we've rounded up our apple-picking guide and compiled 100 lunch ideas to get those back-to-school juices flowing. We've also assembled a guide to classes for kids to keep them active and enriched all season.

As always, we recommend booking event tickets in advance to avoid disappointment and confirming all the details with the venue before heading out. Now, grab your calendar and read on to avoid missing out on these standout September events. For even more to choose from, head to our activities calendar.

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Places featured in this article:


Holy Trinity Greek Orthodox Church

Riverfront Green Park - Peekskill

Washington's Headquarters State Historic Site
Home of the 'Legend'
Washington Irving's Sunnyside - 10:00 AM Pick
Soukup Farms Harvest Festival
Soukup Farms - 11:00 AM Pick
Halloween Carnival and Ragamuffin Parade
Chappaqua Train Station Parking Lot - 12:00 PM Pick
Boo Walk
Muscoot Farm - 12:00 PM Pick
Beacon Sloop Club Pumpkin Festival
Beacon Sloop Club and Riverfront Park - 12:00 PM Pick
Neighborhood Guides
Activity Guides