Trail Running calendar near Fitzwilliam 2026-2027

A classic 16-mile trail run on Connecticut's Nipmuck Trail, known for its technical terrain and old-school vibe. Organized by the Shenipsit Striders, the event supports local trail stewardship. Registration is capped and no race day signups..

A 123-mile point-to-point ultramarathon across Connecticut with a 36-hour limit, a mix of trails and roads, multiple mid-course cutoffs, and solo and relay options; finishers receive a buckle, medal, and event t-shirt.

Experience a festive trail race in Salisbury this Easter weekend. Choose between timed 5K and 10K trail runs or a vibrant 1 mile color run that supports local parks and recreation.

Ascend twenty two floors at the Omni Providence Hotel during 이 premier indoor stair climbing event. Participants can join the open or firefighter categories to tackle three hundred and forty eight steps at their own pace.

A weekly Northampton cross country series held April through August on an accurately measured 5 km course through fields and woods. Day of registration is required, with modest fees and a season pass option.

A USATF sanctioned 10-mile out-and-back trail race in Andover, MA on April 11, 2026, featuring on-course water stations, homemade prizes and age-group awards, post-race refreshments and a raffle, with proceeds supporting Merrimack River Tra..

Experience an obstacle course race in Cumberland featuring a 3.2 mile loop with 1000 feet of elevation. Choose from competitive waves, multilap options, or a signature 12 hour ultra endurance challenge.

A 50K ultramarathon at Saskadena Six in South Pomfret, VT, featuring about 27 miles of dirt roads, 3,726 feet of climb, variable footing and weather, two main aid stations, a water stop, and an 8-hour cutoff.

Trail event at Wompatuck State Park in Hingham, MA on April 11, 2026 offering 5K, 5M and an 8 hour lap race. The course is mainly trail with aid at start and finish, drop bag support for the 8 hour and a 50 runner limit.

Run a unique quarter marathon distance on the paved trails of West Hartford Reservoir. This chip timed 6.55 mile race features a two loop course with post race treats and age group awards.

Test your endurance on a scenic five kilometer trail loop in Wrentham Massachusetts. This supported race offers forty and fifty mile challenges with a twelve hour cutoff and consistent access to aid stations.

The 11th Annual F.O.R 5k Trail Race takes runners through the scenic McDonald Nature Preserve in Wilbraham. This family-friendly trail run supports the local parks' maintenance fund.

Trail loops at Penwood State Park near Bloomfield CT, with a **50K** (three loops) and a **17K** (one loop) on mixed technical single track and double-track terrain; the 50K has a nine hour cutoff.

A trail race at Jericho Town Forest (Weston, MA) on April 25, 2026 offering 10K, half, marathon, and 50K options on a marked 10K loop, cupless aid station, strict cutoffs, and parking by volunteers.

A spring trail race at Grafton Lakes State Park in Grafton, NY, covering 15K (about 9.3 miles) with roughly 900 ft of elevation gain. Trails are technical but runnable and can be muddy in spring.

Experience three seasons of trail running and walking through scenic conservation land and a working vegetable farm in Wrentham with this unique 5K triple series.

Experience a scenic 5k trail run through conservation land and working farmland in Wrentham. Celebrate Earth Day with an off road course featuring natural obstacles and community focused agriculture support.

A student run community event on April 25, 2026 at MacDuffie School in Granby, MA featuring a flat cross country 5K and an optional Color Run, with 100% of proceeds going to Dakin Humane Society.

A 12 mile out and back trail race on the Holyoke Ridge near Amherst MA featuring technical singletrack, over 3,500 feet of ascent, a 500 runner cap and a waitlist when full.

Support marine mammal rescue by running through the scenic forests and rocky shores of Odiorne Point State Park. This family friendly event features a chip timed 5K trail race, kids fun runs, and a community beach cleanup.