Fall Bucket List for Kids: 20 Top Things To Do in Westchester and the Hudson Valley
It's hard to pull together a fall bucket list because we love all fall activities: the leaf-peeping, the pumpkin picking, and the fun to be had around Halloween. Sleepy Hollow is the center of the Halloween universe, after all, and Westchester and the Hudson Valley abound with fall activities.
Here, we’ve rounded up 20 of our favorite fall activities near Westchester that are sure to please everyone from little ones to teens. Many of them are even FREE.
If this fall bucket list isn't enough entertainment for your family, be sure to bookmark our list of family-friendly fall festivals near Westchester and the Hudson Valley and our seasonal Guide to Fall Fun for more great things to do.
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Our Fall Bucket List for Kids in Westchester and the Hudson Valley this Fall
1. Go Apple Picking
Pick some perfect apples at one of the many farms in Westchester and the Hudson Valley. (Don’t forget to sample the apple cider donuts!)
2. Hit a Fall Festival
Speaking of donuts, don’t miss the Cider & Donut Festival at Wampus Park in Armonk on Sunday, September 10, 2023.
RELATED: Apple Picking Destinations in Westchester and the Hudson Valley
Jousting knights are just one of the attractions at the New York Renaissance Faire in Tuxedo Park. Photo courtesy of the event
3. Visit the Renaissance Faire
Head to the New York Renaissance Faire on weekends from now until Sunday, October 8, 2023. (Bonus: Kids under 4 are FREE!)
4. Run at Greenburgh Nature Center
Let kids try a forest run and obstacle course at Run Wild at the Greenburgh Nature Center. The runs are held on Saturday, September 30, 2023 and Sunday, October 1, 2023.
5. Celebrate Books
Make reading even more fun with a stop at the Rye Children's Book Festival, which features author signings, storytimes, and more on Saturday, September 23, 2023. The following week, on September 30, 2023, check out the Chappaqua Children's Book Festival, too.
6. Explore the Hudson Valley
Go on a Hudson Valley day trip: Beacon, Saugerties, and Cold Spring are all great picks.
7. Take in the Arts
Head to Nyack for the multi-weekend Phoenix Festival, which includes a whole variety of live entertainment, including kid-friendly shows and starts on September 28.
RELATED: Hayrides and Farm Fun for Kids Near Westchester
Watch as pumpkins come alive at the Great Jack O'Lantern Blaze. Photo by Susan Miele
8. See The Blaze
Take part in a Westchester tradition: The Great Jack O’Lantern Blaze runs from Friday, September 15, 2023 through Sunday, November 19, 2023.
9. Hit the Garlic Festival
Saugerties toasts the potent veggie with its festival on Saturday, September 30-Sunday, October 1, 2023.
10. See Some Sheep
Animal-loving kids will want in on the NY Sheep and Wool Festival, which kicks off on Saturday, October 21, 2023.
11. Visit a National Treasure—for FREE
Enjoy free admission to a national park on Saturday, September 23, 2023, and Tuesday, November 11, 2023. Local options include the Eleanor Roosevelt National Historic Site, the Home of Franklin D. Roosevelt National Historic Site, and Saratoga National Historical Park.
12. Shop the Farmers Market
Visit a local farmers market before the outdoor venues close for the season, which usually happens at the end of October or in November.
RELATED: Fall Festivals in Westchester and the Hudson Valley
Take a family bike ride on Bicycle Sundays. Photo courtesy of the Westchester Police Department
13. Ride a Bike
Clock in your last rides of the year as part of Bicycle Sundays on the Bronx River, which wraps up on Sunday, September 24, 2023.
14. Hunt for Fall Foliage
Go leaf-peeping at one of these gorgeous lookout points in the area.
15. Go Pumpkin Picking
Bring home a pumpkin for carving from one of these local farms.
16. Get Lost in a Maze
Find your way out of one of these area corn mazes.
17. Hit the Trails
Choose one of these kid-friendly local hikes—and then start exploring!
18. Learn the Legend of Sleepy Hollow
Ring in the Halloween season with a visit to Washington Irving’s historic home in Irvington to learn more about The Legend of Sleepy Hollow. The all-ages event kicks off on Friday, September 15, 2023.
19. Snuggle an Alpaca
19. Get up close and personal with an alpaca at one of these Westchester farms. And don't miss them dressed in their Halloween finest.
20. See Stars
Walking over a bridge is cool in the daytime—but even cooler at night, especially when it's at Walkway Over the Hudson. Families can even don their Halloween costumes for the Friday, October 27, 2023 session.
This post was originally published in September 2021 and has since been updated.