For fifty years, runners have gathered in Kent on a crisp autumn morning to celebrate fitness, friendship, community, and fun. What began as a small local race has grown into Kent's largest one-day community event and one of the most beloved fall traditions in Connecticut.

On Sunday, October 25, 2026, join us as we celebrate the 50th Annual Kent Pumpkin Run and write the next chapter in this incredible story.

Whether you're chasing a personal record, competing for a prize, running in costume, or simply soaking in the festive atmosphere, you'll be part of a tradition that has brought generations together.

female sign 5-Mile Road Race
Race Starts Promptly at 11am
Award-Winning Costume Contest
Cash Prizes for Overall Winners
Age Group Awards
Kids Fun Run at 10.30AM
Beautiful Fall Scenery
red heart A Celebration of Community

From superheroes and pumpkins to pirates and princesses, costumes have become just as famous as the race itself. So gather your friends, put together your best costume, and join hundreds of runners as they take on one of Connecticut's most scenic courses.

Online registration remains open until race time at 11am on Sunday, October 25, 2026.

After the race, spend the afternoon enjoying Kent's unique shops, restaurants, galleries, and small-town charm.

The Kent Pumpkin Run is proudly organized by the Kent Chamber of Commerce and hosted by the Kent Green Shopping Center.

A heartfelt thank you to our volunteers, sponsors, local businesses, and runners. Because of your support, this tradition has thrived for 50 years.

Run the Course.
Wear the Costume.
Celebrate the Tradition.
Celebrate 50 Years.