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Free to Run Trail Races

Sep 12, 2026 at 5:00 AM

2-20 Shamrock Blvd., Pittsfield MA, 01201, USA

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.

Event History

2025
Jun 21, 2025
2024
Sep 14, 2024
2023
Sep 16, 2023
2022
Sep 17, 2022
2020
Sep 19, 2020View Results →
2019
Sep 14, 2019
2018
Sep 15, 2018View Results →
2017
Sep 16, 2017View Results →
2016
Sep 17, 2016View Results →

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