Great Pumpkin Trail (October)

The pumpkin path on the Rail Trail is very popular with the community! Hundreds of people attend this event each year. It starts at Blair Square and follows the trail down with games and prizes.

Gingerbread House Decorating (December)

This is a great family event. We have partnered with Mount Hollis Lodge for this event! We provide the houses and decorations, and you provide the imagination. This has become a beloved holiday tradition!

Princess & Superhero Party (March/April)

This  event brings real life princesses and superheroes to Holliston! Kids will enjoy themed crafts, games, raffles and an ice cream sundae bar. We honor our hometown superheroes, the police department and fire department, to join the fun and give thanks.

Prize A Day (May) 

A ‘Month of May’ calendar is filled with great give-aways from businesses in Holliston and the surrounding communities. The community has so much fun waiting to see if they are a winner!

Touch-a-Truck (June)

This is fun for the whole family. Kids of all ages get to explore, touch and sit in the seats of some of the most interesting trucks, tractors, cars, buses, bulldozers, etc.