It's time for fall family fun in Armonk - Chappaqua - Mount Kisco - Pleasantville and we can hardly wait! We are lucky to have so many fall attractions and events in Westchester County and the Hudson Valley where families have been making fall memories for years. From picking apples to leaf-peeping to Oktoberfest fun ... Macaroni KID Armonk - Chappaqua - Mount Kisco - Pleasantville has all the details for you and your family to make the most of autumn in Westchester County and beyond.
Updated 09/10/2024
Our new 2024 MacKID Guide to Fall Fun in Westchester County comes to you with thanks to The Armonk Outdoor Art Show! Read more about this annual tradition here!
Featured Fall Events |
September
September 11th - 15th
September 13th Mac KID Crafts at Ludy Cafe
September 14th and 15th
September 14th
- Katonah Museum of Art Family Block Party
- YPR Car Cruise 2024 at Jefferson Valley Mall
- Lipilekha Picnic at Croton Point Park
- Yonkers Riverfest
- 8th Annual NashSkill Music Festival
September 15th
- Let It Shine River Markets at Cortlandt Waterfront Park
- CSI Fall Harvest Event
- Peekskill Hispanic Heritage Festival at Riverfront Green Park
September 18th - 22nd
September 21st and 22nd
- New York Renaissance Faire
- 13th Putnam County Wine & Food Fest
- Harvest Moon Fall Festival
- Outhouse Orchards Fall Festival
- 40th Annual Mountain Creek Oktoberfest ~ Sept. 21-22, 2024
September 21st
- Pleasantville Block Party 2024
- The Rewilding School's Annual Fall Forest Festival at Marsh Sanctuary
- Kids' Workshops: Harvest Hayride at Lowe's (all locations)
- Bedford's Tri-Festa at Bedford Hills Memorial Park
- Bear Mountain Oktoberfest
- Lewisboro Library Fair
September 22nd
September 26th - 29th
September 28th and 29th
- New York Renaissance Faire
- Armonk Outdoor Art Show at North Castle Community Park
- Mountain Creek Country Music Fest ~ Sept. 28-29, 2024
September 28th
- Chappaqua Children's Book Festival at Chappaqua Train Station
- Croton Oktoberfest
- Touch a Truck at the Jefferson Valley Mall
- Cross County Event Center Oktoberfest
- Sleepy Hollow Oktoberfest
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 12th
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
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 26th
- Halloween Spooktacular at Cross County Center
- Trick or Treat in Downtown Mount Kisco
- Halloween Weekend at Westchester Children's Museum
October 26th and 27th
Gothic Market Weekend at Lyndhurst
November
November 2nd
Fall Fair! Free Family Fun!- Christ the King Lutheran Church, Newtown
November 16th and 17th
Fall Fest Weekend at Westchester Children's Museum
Click on any of the images below to jump to that section of our fall guide.
Macaroni KID Armonk - Chappaqua - Mount Kisco - Pleasantville and Macaroni KID Northern Westchester are adding fall events regularly as we find them, so check back often for updates!
Do you know of a family friendly event happening this fall in the Armonk, Chappaqua, Millwood, Mount Kisco, Thornwood, Pleasantville, Amawalk, Bedford, Bedford Hills, Cross River, Goldens Bridge, Granite Springs, Jefferson Valley, Katonah, Lincolndale, Mohegan Lake, North Salem, Pound Ridge, Purdys, Shrub Oak, Somers, South Salem, Waccabuc, Yorktown and Yorktown Heights area and all the towns in between? Submit it to our calendar and we’ll have it listed in no time!