Free Spirit 50k

The Greenfield Triathlon is the longest running triathlon in New England!

Situated in the heart of Franklin County, the Greenfield Triathlon course meanders through the picturesque back roads of Greenfield, passes through the Historic Eunice Williams Covered Bridge, and features swimming in our very own Green River.

Offering both International and Sprint distances for individual athletes as well as two- and three-person teams, the Greenfield Triathlon is great for both beginners and seasoned triathletes. A triathlon training program is offered Sundays leading up to the event. In Greenfield, our motto is “To Finish Is To Win!”

All race proceeds benefit the Greenfield Recreation Department. The Greenfield Triathlon has raised thousands of dollars to support programs and events for families within our community. We thank you for your continued support.

THE 2026 MARATHON IS FULL. THERE IS NO WAITLIST AND NO BIB TRANSFERS.

The New England Green River Marathon is one of the most beautiful races in New England. Starting in Marlboro, Vermont and following the course of the Green River through an 1870’s covered bridge, and ending with a finish-line celebration in the shade of maple trees at Greenfield Community College in Massachusetts. This USATF-certified (Certification MA18003JK) course has a net 1,400 foot drop over a rolling, downhill course that has seen many personal best and Boston qualifying times for well-trained runners. Choose below from either the regular entry, OR if you want to support the Connecticut River Conservancy by raising an additional $250, join the Stream Team! This funding will go directly to the CRC for their efforts to restore and advocate for clean water, healthy habitats, and resilient communities to support a diverse and thriving watershed.

Tree House Brewing Company

Half Marathon

Join Tree House Brewing Company for our Fourth Annual Half Marathon on September 13, 2026.

Immerse yourself in scenic Western Massachusetts for a course that winds through historic Deerfield alongside the Connecticut River and Mount Sugarloaf before returning to the Brewery where an unforgettable celebration awaits!

Please note that because of limited occupancy and safety requirements, access to the post-race event party will be limited to runners and ticket-holding spectators (regardless of age).

Don't miss your chance to be part of an incredible day of competition, community, music, swag and more!

There will be No Race Day Bib Pick Up

The bib transfer deadline is 11:59pm 7/31/2026