Free to Run Trail Races


Sep 16, 2023 at 5:00 AM

Free to Run Trail Races

2-20 Shamrock Blvd.

Pittsfield MA, 01201


Event Facebook page

Entry Fee $60
(Lowest or Early Registration)

Entry Fee 2 $120
(Highest or Late Registration)

Prize Money: no


  • 15K
  • 25K
  • 50K
  • 50M

Type: Ultra

Percent of the course on un-paved trails: 95%

First Year of the Event: 2015


A challenging but rewarding 12.5-mile loop located entirely within Pittsfield State Forest in Pittsfield, MA. The loop consists mostly of singletrack hiking and mountain-bike trails, with a few dirt road sections, a small paved portion at the start, and a short paved stretch near the top of the ridge. There is approximately 2,000-2,500 ft. of elevation gain per loop (with actual figures depending on whose GPS watch you want to trust; ours rarely match exactly!), and some of the climbs are definitely steep. Some sections are considered fairly technical by most standards, but the majority is “runnable” and/or power-hikeable and you shouldn’t need to use your hands anywhere. Included in the loop is a wide-open vista at which you will definitely be tempted to stop and take in the magnificent view of the Taconics. 50-mile runners complete four full loops. Marathon runners do two loops with an additional (~1 mile) paved road out-and-back at the beginning of the race. Half-marathoners complete one lap with an out-and-back at the beginning as well.


No photos available.


Past Event Dates

Held on Sep 16, 2023

Held on Sep 17, 2022

Held on Sep 19, 2020

Held on Sep 14, 2019

Held on Sep 15, 2018

Held on Sep 16, 2017

Held on Sep 17, 2016

Event Results

View 2020 Results

View 2018 Results

View 2017 Results

View 2016 Results