Chesterfield Fall Event and Festival Guide

Fall is a special time in Chesterfield, Virginia! The crisp autumn air and colorful leaves are the perfect backdrop for sipping a pumpkin ale at a local brewery and enjoying the area’s fall festivals. Here, we’ve highlighted some of the best ways to experience the season. Be sure to follow @experiencechesterfield for weekly event roundups, or sign up for our blog here!

Fall Fests and Special Events

Chesterfield Freedom Festival September 28 | 1 pm – 9 pm
Come out to the Chesterfield County Fairgrounds and celebrate the incredible contributions of the men and women of the armed forces and Chesterfield’s first responders. Presented by the Vets on Track Foundation, this celebration features live music, dance demos, food, beer & wine, and arts & crafts vendors. Find more information here.

Midlothian Village Day Festival | October 19 | 10 am – 3 pm
Midlothian Moms hosts this day filled with fun activities for the whole family. Enjoy crafts, games, inflatables, entertainment, food vendors and raffles. More information here.

Mid-Lothian Mines Day | October 19 | 11 am – 3 pm
Learn about Chesterfield’s vast coal mining history at Mid-Lothian Mines Park. Activities include guided trolley tours of the park, musical performances, coal mining and railroad exhibits, living history, and children’s activities. Learn more.

Richmond Tattoo & Arts Convention | October 18 – October 20
The Richmond Tattoo & Arts Convention showcases the latest trends and innovations in tattooing along with hundreds of international tattoo artists. Purchase your tickets today!

Pumpkins and Spooky Celebrations

Pumpkin Patch | Swift Creek Berry Farm and Greenhouse | Fall 2024
Find the perfect pumpkin at Swift Creek Berry Farm! Grab a hot cocoa and a slice of pumpkin pie while relishing the fall countryside. The greenhouse is open to shop for seasonal plants. Plan your visit today.

Haunted Hayrides at Windy Hill Golf Course & Sports Complex
Get spooked at the annual haunted hayride at Windy Hills’ Lake Course. Venture through the dark woods on foot and on a wagon. Can you handle the fright? Check dates and times here.

Halloween at Henricus Historical Park
Living history museum Henricus Historical Park hosts a day of Halloween fun on October 26. Trick-or-treat in the historic village and watch the costume parade at Tricks, Treats, and Tales. Visit Henricus for late-night stories and reenactments of old folklore tales of witches, ghosts, and more at Things That Go Bump in the Night on October 25 and 26.

Haunted Lantern Tour | Magnolia Grange House Museum | October 26
Discover the spooky history of Chesterfield with a haunted tour of the historic Magnolia Grange House. This evening event feature ghost stories, children’s take-home crafts, pumpkin decorating, tattoo and caricature artists. Save your spot for FREE.

Sip and Savor

Fall Fest | Triple Crossing Beer | October 19 | 12 pm – 5 pm
Bring your family to Triple Crossing Beer in Midlothian for an unforgettable day of fall, family, and fun. Grab a craft beer, listen to live music, shop the local vendor market and more. RSVP here.

Hops in the Park | Henricus Historical Park | November 2 @ 12 pm – 6 pm
Join the Henricus Foundation for the tenth annual Hops in the Park to celebrate Virginia’s rich brewing history. Enjoy dozens of local craft beers, shop the market, and learn about the brewing process. Admission is free. Learn more.