Fitzwilliam to Troy Depot Day - 5M Cheshire Rail Trail Fun Run

Lace up your running shoes for the Fitzwilliam to Troy Depot Day - 5M Cheshire Rail Trail Fun Run on Saturday, June 6, 2026, starting in charming Fitzwilliam, NH. This unique 5-mile point-to-point race invites runners to experience a beautiful section of the historic Cheshire Rail Trail, beginning at the original Fitzwilliam Railroad Depot and culminating at the newly restored Troy Depot.

The course offers a diverse and engaging terrain, featuring a well-maintained path that winds through picturesque New Hampshire scenery. Expect a mix of surfaces, including grassy stretches, some rocky and sandy sections, and areas of paved and gravel trail. While the larger 43-mile Cheshire Rail Trail has varied elevations, this 5-mile fun run segment generally includes an uphill grade towards Rhododendron Road before a descent into Troy, providing a dynamic yet accessible experience for runners of all levels. Runners can anticipate typical race day conditions with comfortable highs around 71F and lows near 50F, alongside a modest 19% chance of precipitation.

More than just a race, this event is a vibrant community celebration, complete with food and festivities at both the start and finish depots from 9 AM to noon. It also serves as a meaningful fundraiser for the Fitzwilliam and Troy Historical Societies, allowing participants to support local heritage while enjoying an invigorating run. A special short Children's Loop Run at the Fitzwilliam Depot ensures fun for the whole family.