The annual Chesterfield Fall Festival is Saturday, October 17, 2026 at the Chesterfield Amphitheater for FREE!

Don’t miss this exciting day that includes food vendors, craft and market vendors, carnival rides, a pumpkin patch and hayride, live music by Box of Chocolates and Russo & Co. and so much more!

Schedule

1:00pm - Festival Grounds Open

1:00-4:00pm - Russo & Co.

4:00-6:00pm - Box of Chocolates on the main stage

Activities

Carnival Rides

Petting Zoo

Inflatable Obstacle Course

Clydesdale Meet & Greet

Face Painters

Vendors

Arch Italian Ice

Classic Red Hots Catering

Cluck, Oink, Moo Sliders

Eb's Tasty Treats

Fries & Fire

Philly Pretzel Factory

Ray Ray's Kettle Corn & Funnel Cake

Seb & Jams Bakery

Spellbound Sips

Theos Gyros

Travelin' Tom's Coffee

Books & Baskets

Colorfull Soul

Genuine Jenn Embroidery

JBloom

Lilla Bella Creations

The Salty Chic

Winny's Wonders