Top 20 Things to Do in Fall in Westchester County

Top 20 Things to Do in Fall in Westchester County


From picking apples to peeping at the changing leaves, there are plenty of family activities in Westchester County to keep you having fun all fall, including a Native American pow wow, the Honey Harvest Party at the Greenburgh Nature Center, and making apple cider.

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1. Pick your own apples.

Take a wagon ride and pick your own apples throughout September at Wilkens Fruit & Fir Farm in Yorktown Heights, or choose another apple-picking spot in the area.


2. Go to Sleepy Hollow's corn festival.

cornucopia festival

Eat juicy corn on the cob, join a corn-shucking race, traverse a corn maze, and more at the CORNucopia Festival at Philipsburg Manor in Sleepy Hollow in early September, and check out a host of other fall festivals nearby.


3. See how honey is harvested.

Celebrate busy bees at the annual Honey Harvest Party at Scarsdale’s Greenburgh Nature Center ( in early September. You’ll see beekeepers collect the sweet stuff straight from the hive and enjoy a free taste of the fruits of their labor, too.


4. Honor 9/11.

Take a moment to reflect at the 9/11 Twilight Ceremony at Kensico Dam Plaza in Valhalla, home of Westchester’s Sept. 11 memorial, The Rising. The ceremony includes remembrance activities as well as volunteer opportunities. If you want to make the trip into the city, take in our tips for visiting the National September 11 Memorial & Museum in Manhattan.


5. Go to a horse show.

The American Gold Cup, one of the most prestigious equestrian sporting events in the world of international show jumping, takes place at historic Old Salem Farm in North Salem in mid-September. Take horseback riding lessons to get even more into the spirit.


6. Attend a Native American pow wow.

pow wow dancer

In mid-September, the Redhawk Native American Arts Council presents a Native American Pow Wow at FDR State Park in Yorktown Heights. The weekend-long event brings together Native American artists, educators, singers, dancers, storytellers, and performing groups from across the Americas. Or check out another nearby cultural festival.

7. Shop for crafts at Lyndhurst.

Shop for one-of-a-kind and handmade items during Fall Crafts at Lyndhurst in Tarrytown in mid-September. The weekend also includes live music, craft demonstrations, and kids’ activities.

8. Go to a country fair.

Taste a slice of true country living at the Yorktown Grange Fair in Yorktown Heights—a tradition since 1923. Come mid-September, you can take a spin on the Ferris wheel, visit with farm animals, dance along to live music, and enter competitions to show off your homegrown veggies, flowers, and more.


9. Watch the pigs swim.

swimming pig

Don’t miss the swimming pig races at the Barn Dance at the John Jay Homestead in Katonah in mid-September. The annual fall fest also features a country barbecue, campfire, and live music by local bands.


10. Celebrate fall at Stone Barns.

In early October, head to Harvest Fest at the Stone Barns Center for Food and Agriculture in Pocantico Hills for a farmers’ market, hayrides, demonstrations and workshops on food and farming, live music, and the center’s famous Berkshire pig roast. This event sells out, so buy your tickets early!

11. Walk for the cause with your dog.

hounds on the sound dog walkathon

Bring your favorite canine (and the rest of your family) to the Hounds on the Sound Dog Walk-a-thon and Festival in mid-October for a 1.5-mile stroll around Glen Island Park in New Rochelle. The event raises funds for local animal shelters, including the New Rochelle Humane Society, and includes tons of fun activities for four- and two-legged participants. 


12. Pick out the perfect pumpkin to carve.

Pick your own pumpkins in October at Stuart’s Fruit Farm in Granite Springs or another pumpkin farm in the area.


13. Be awed by the Great Jack O' Lantern Blaze.

tunnel of pumpkin love at great jack o lantern blaze

Don’t miss The Great Jack O’ Lantern Blaze, an outdoor walkthrough experience featuring thousands of hand-carved pumpkins, at Van Cortlandt Manor in Croton-on-Hudson. The Blaze opens in early October and runs through mid-November. Get details on this and tons of other Halloween events at


14. See real live raptors.

Get up close with birds of prey during Raptor Day at Wave Hill in the nearby Bronx in early October.


15. Buy books & baked goods for a good cause.

great chappaqua bake sale

Kids can meet and mingle with some of their favorite authors at the Chappaqua Children’s Book Festival in late September/early October. The fest is typically held at Robert Bell Middle School in conjunction with the Great Chappaqua Bake Sale, an event started by local moms that raises money to combat childhood hunger.


16. Roast marshmallows at a family bonfire.

Toast some marshmallows, tell some stories, and get cozy in mid-October during a Family Bonfire Night at Boscobel House and Gardens in Garrison, in neighboring Putnam County.


17. See Sesame Street Live.

sesame street live

Each October Sesame Street Live brings a new, interactive show for little ones to Westchester County Center in White Plains.


18. Indulge at a chocolate expo.

The Chocolate World Expo, held at Westchester County Center in White Plains in early November, is the area’s biggest chocolate-themed event, with tons of local and regional sweets to be tasted and purchased as well as a host of activities for little ones.


19. Plan a party.

Planning a bar or bat mitzvah, Sweet 16, or other milestone party? Check out the Celebrate! Party Showcase at the Westchester Marriott in Tarrytown in mid-November.

20. Watch a Thanksgiving Day parade.

If you can’t make it into the city for the famous Macy’s parade, head to New Rochelle for the annual Valenti Thanksgiving Day Parade in mid- to late November.

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