Exploring October Festivals & Events in Westchester: A Parent's Guide to Family-Friendly Fun
- Jennifer Medley
- Sep 30, 2024
- 3 min read
As October paints Westchester with vibrant autumn hues, the county comes alive with a variety of fun festivals perfect for quality family time. Join me on a journey through a roundup of engaging events tailored for you and your little ones this festive season.

Barley Beach House's Fall Family Festival, held at Rye Town Park, is a family-friendly event held every weekend this October in from 12:00-6:00pm. Enjoy pumpkin picking, hayrides, live music, face painting, axe throwing, and delicious food and drinks. Kids can enjoy unlimited bounce castle play, hayrides, and axe throwing with their ticket. Adults are free, and kids 3 and up are $35. With plenty of activities for the whole family, including face painting, giant pumpkin patch ring toss, and over 30 vendors, there's something for everyone in the family at this event. Limited tickets are available, so I recommend reserving them early!
Celebrate Rosh Hashana with your family at Shofar at the Park! This fun-filled event will be held on October 3rd at 4:30pm at the Dobbs Ferry Waterfront Park and features interactive activities like puppet shows, holiday songs, hands-on crafts, shofar blowing, and the Tashlich tradition. It's a wonderful way to introduce young children to the Jewish New Year in a joyful and engaging atmosphere.
Celebrate the fusion of art and autumn at Artoberfest, a festival that showcases the beauty of creativity against the backdrop of the season, hosted at Bethany Arts Community in Ossining. Explore art installations, engage with local artists, and revel in the colorful tapestry of fall-inspired masterpieces at this event on October 5th from 11:00am-4:00pm. Tickets are $15 per car and pumpkin carving kits are also available for purchase. Let your imagination soar at this unique and inspiring event!
This 3-day festival taking place from October 12th-14th will take place at various locations around Harrison and will feature a wide variety of family fun each day! There will be a car show from 10:00am-4:00pm, then a concert and fireworks on October 12th. October 13th will feature a police open house from 10:00am-2:00pm, and there will be a Columbus Day parade at 10:00am on October 14th, followed by a festival! With so much to do around town, this festival is sure to please everyone in the family.
The Eastchester Columbus Day Carnival and Parade is a beloved annual tradition that brings the community together to celebrate Italian-American heritage, now celebrating its 50th year! The parade will take place on October 13th at 12:00pm, and will traverse all throughout Eastchester. The carnival, running from October 11th through October 14th at Lake Isle Country Club, offers a variety of activities for all ages, including delicious Italian food, carnival games, live music, and exciting rides. It's a festive event that captures the spirit of Italian-American culture and provides a fun-filled day for the entire family.
The Yorktown Fall Festival and Car Show is a must-attend event on October 13th, from 11:00am-5:00pm, at the Jefferson Valley Mall in Yorktown Heights. This exciting event features classic cars, thrilling rides, crafts, musical performances, and even hot dog eating contest. Whether you’re a car enthusiast or simply looking for a family-friendly day out, the Yorktown Fall Festival promises something for everyone.
ArtsFest, a beloved annual tradition since 2009, showcases the vibrant arts scene of New Rochelle and Pelham. This weekend-long festival from October 17th-20th features a diverse array of activities, including art exhibits, open artist studios, live music and dance performances, spoken word poetry, a Makers Market, a classic car show, and much more. The events all take place around New Rochelle and Pelham at various times, so be sure to check their extensive schedule. Some notable children's events include LEGO Library Architects at the Huguenot Children's Library, a Pumpkin Patch at the Hudson Park Children's Greenhouse, a Story Trail at Ward Acres Conservancy, and Make Your Own Llama Balloons at the New Rochelle Public Library.
Spooktoberfest, hosted by the Greenburgh Department of Parks and Recreation will be held on Saturday, October 19th, from 12:00-4:30pm at Hart's Brook Park and Preserve in Hartsdale. This family-friendly event features inflatable rides, Halloween crafts, hayrides, animal encounters, and live entertainment by wizards, musicians, clowns, jugglers, and the Bubble Bus! You can also enjoy delicious food from local vendors like The Grub Truck, Gyro Uno Truck, Roamin' Pizza Truck, Mr. Softee, Wildly Cakes, and Road Grub Mobile. Entrance to this event is $7 per person, and children 2 and under are free.
Embark on an October adventure like never before by exploring these enchanting festivals in Westchester. From classic cars to charming carnivals, interactive learning to artistic inspiration, each event promises a delightful experience for parents and children alike. Make the most of this festive season by embracing the spirit of fall at these captivating festivals!
October Festivals & Events in Westchester
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