Fall in Westchester County is packed full of family fun! This season many families will enjoy coming together for outdoor fun in in cooler weather, with so many festivals, fairs, shows, and carnivals across the season. Fall brings lots of things to do with kids in Westchester County, and many of the events are also FREE!
This guide is filled with summer fairs, festivals, events and special happenings around Westchester County, outdoor activities, plus other ideas for things to do with kids.
Are we missing a fall event in or around Westchester County that you'd recommend to other families? Add it to our events calendar and it can be featured here, too!
This Guide to Westchester County Festivals and Fairs in Westchester County will grow throughout the fall season. Be sure to check back regularly so that we can help you to find your family fun.
This guide is brought to you by Project Indigo Studios. Fall Programming is now open for enrollment.
Fall in Westchester County is packed full of family fun! This season many families will enjoy coming together for outdoor fun in in cooler weather, with so many festivals, fairs, shows, and carnivals across the season. Fall brings lots of things to do with kids in Westchester County, and many of the events are also FREE!
This guide is filled with summer fairs, festivals, events and special happenings around Westchester County, outdoor activities, plus other ideas for things to do with kids.
Are we missing a fall event in or around Westchester County that you'd recommend to other families? Add it to our events calendar and it can be featured here, too!
This Guide to Westchester County Festivals and Fairs in Westchester County will grow throughout the fall season. Be sure to check back regularly so that we can help you to find your family fun.
*Don't forget to check the organization's website for the most up-to-date details and notifications prior to attending.
 D-Keine | Canva |
September Festivals, Fairs, and Special Events |
Labor Day Weekend
- New York Renaissance Faire, Tuxedo Park, NY
- Barton Orchards Sunflower Festival
- Hudson Valley Balloon Festival
September 7th
- Sleepy Hollow Block Party
- New York Renaissance Faire, Tuxedo Park, NY
- Yorktown Grange Fair
- Saint Joseph's Parish Feast in Somers
September 8th
- New York Renaissance Faire, Tuxedo Park, NY
- Yorktown Grange Fair
- Saint Joseph's Parish Feast in Somers
September 14th and 15th
- New York Renaissance Faire, Tuxedo Park, NY
- Katonah Museum of Art Block Party
September 15th
September 18th - 22nd
- San Gennaro Feast, Yorktown
September 21st and 22nd
- Putnam County Wine and Food Festival | Wine Fest Brewster NY
- New York Renaissance Faire, Tuxedo Park, NY
September 28th
September 28th and 29th
October |
Harvest Moon Fall Fest, every weekend in October. North Salem. Pre-registration required.
Fall Family Festival at Rye Town Park, every weekend in October
October 5th
- Harvest Mess and Music Fest FREE FAMILY FUN Briarcliff Manor
- 2024 Sleepy Hollow Street Fair on Beekman Avenue
- Peekskill Rotary's 2024 Fall Festival
- Town of Mamaroneck Food Truck Festival
October 6th
- Putnam County Italian Heritage Day 2024
- Jeff Boyer’s Big Bubble Bonanza at Paramount Huson Valley Theater
- Dashing for Dylan, Ronald McDonald House Fundraiser, Rye
- Scarecrow Making, Muscoot Farm
October 2nd - 6th and 9th - 13th
- Ardsley Fire Department Carnival, Louis Pascone Memorial Park
October 12th
- FUNBOX Inflatable Park
- Scarecrows on the Sound 10 a.m. - Noon at Davenport Park, registration through New Ro Parks and Rec recommended
- New Rochelle's Touch a Truck, Hudson Park 12 - 4 p.m.
October 13th
- White Plains OktoberFest
- 50th Anniversary of Bicycle Sundays
- FUNBOX Inflatable Park
- Harvest Festival Weekend at Barton Orchards
- 2024 Yorktown Fall Festival and Car Show at Jefferson Valley Mall
- 5th Annual SUP Witches of Sleepy Hollow Festival
- Bronxville's 6th Annual Oktoberfest 1 p.m. Park Place
October 15th
- Movie Night at Lake Isle Driving Range: Ghostbusters, Eastchester 6:30 p.m.
October 17th - 20th
October 18th
October 19th
- The Leukemia & Lymphoma Society “Light the Night” Walk at Playland
- Chappaqua Farmers Market: Pumpkin Corner
- Boos & Brews Weekend at Barton Orchards
- Boo-ti-ful Halloween Wreath for Kids at Lasdon Park and Arboretum (ages 5-7)
- Fall Fest at The Westchester, White Plains
October 20th
- Fall Fest at JC-MW, Scarsdale
October 25th
- Westlake Trunk or Treat $5/trunk with local food trucks, 4 p.m.
October 26th
- Halloween Spooktacular at Cross County Center
- Trick or Treat in Downtown Mount Kisco
- Halloween Weekend at Westchester Children's Museum
- Crawford Park The Great Lawn Summer Series: The Goonies 8 p.m., Rye
- Spooktacular Oktoberfest Trailside Nature Museum, Pound Ridge Reservation 1 p.m.
October 26th and 27th
October 27th
- Nanuet Fall Festival 11 a.m. - 5 p.m., Lake Nanuet Park
November |
Fall Fair! Free Family Fun!- Christ the King Lutheran Church, Newtown
November 16th and 17th
Fall Fest Weekend at Westchester Children's Museum
More coming soon...
Head on over to our Ultimate Guide to Fall Fun for more festivals, carnivals, and fairs!
Fun in Westchester County All Season Long |
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Do you know of a family friendly event happening this fall in the Armonk, Chappaqua, Millwood, Mount Kisco, Thornwood, Pleasantville area and all the towns in between? Submit it to our calendar and we’ll have it listed in no time!
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