Berkshire Highlands Pentathlon
Berkshire East Mountain Resort, Charlemont, March
Road/trail run, 16 mile cycle, 2 mile kayak/canoe race down the Deerfield River, 2 mile obstacle course, summit climb, finishing in a downhill ski/board course. Website
The Bone Frog Challenge
Berkshire East Mountain Resort, Charlemont, May
The world’s only navy seal obstacle course race with the most authentic military obstacles. Website
Bridge of Flowers Road Races
Shelburne Falls, 2nd Saturday in August,
Run one of the toughest 8Ks in New England or walk or run in the Charity 3K. Website
Conway Covered Bridge Classic
Conway, September
10K and 1.7 mile kids’ road race. Website
Deerfield Dirt Road Randonnee D2R2
Various locations, 3rd Sat in August
Seven dirt-road bike courses ranging in length from a 12 mile family ride to the 180K challenging course. Website
Don Maynard Road Race
Greenfield, September
5 mile run and 3 mile non-competitive walk. Website
Enduro Races
Thunder Mountain Bike Park, Charlemont, June and September.
Both Downhill and Enduro bike races. Website
Franklin County Spring 5K
Turners Falls, April. Website
Great River Challenge
Northfield Mountain Environmental and Recreational Center, Northfield, September
Off-Road Triathalon includes running, biking, and paddling. Website
Greenfield Criterion
Greenfield, June
Short distance, high speed 1K cycling race, consisting of a set number of laps on a closed course. The race is open to participants in the Women's, Men's, and Juniors' categories, and a USAC license is required. Website
Greenfield Lightlife Triathlon
Greenfield, 1st Sunday in August,
Features swimming, cycling, and running. Website
Masochista
Ashfield, April
30 or 50 miles of cycle climbing on some of the Pioneer Valley’s best and most challenging roads. Website
Montague Mug Race
Montague, 3rd weekend in August
5.5 mile road race through featuring challenging hills, flat riverside roads and a hairpin turn. Website
Sleigh Bell Run
Greenfield, February as part of Winter Carnival event
4 mile roadrace. Website
Western Mass Mother's Day Half Marathon
Whately, Mother’s Day
Run a half marathon or take the 9-Mile Walker's Option Website