Events

Annual Trail Run

We typically host our race in the Spring. Choose from a 10K or 5k race. Even the youngest of runners can participate in our annual Kids Fun Run.

The course is simple: all rail trail, all flat, all fun. Whether you are new to running or just getting back into running the stone dust surface makes this an easy test of your strength. This is a USA Track & Field sanctioned event.

100% of the net proceeds will fund improvements along the trail.

Upcoming events

  • 11th Annual Trail Run

    May 31, 2025 8:30 AM (10K), 9 AM (5K) 10 AM (Fun Run)

    Join us for our annual 5K, 10K, and Kids Fun Run on the Holliston Rail Trail! The course is simple: all rail trail, all flat, all fun.

    All ages and abilities are welcome (runners, walkers, and future runners in strollers). Parents, you are welcome to accompany your kids for the fun run.

  • Volunteer Prep for First Night

    December 30, 2024 12:00-4PM

    Help set up for the First Night Trail Walk! We’re seeking volunteers for helping with stringing lights and other set-up tasks.

    Any time you can spare is much appreciated!

    Meet at the barn at: 1380 Washington St. Holliston MA

Annual First Night Trail Walk

Chat with neighbors, enjoy the warmth of fire pits, snack on S'mores and hot dogs, and sip hot chocolate along the trail. Entertainment features delight walkers and rotate over the years. This is a fun family event for all ages!

2019 First Night Trail Walk, Blair Square

Be sure to check back here for the dates and details of these events and others!