Massachusetts Race Calendar

Find upcoming endurance races in Massachusetts, laid out by month. Scan the dates, line them up against your training, and find the race that fits your season.

Endurance Grid lists 331 races in Massachusetts, from August 2026 to January 2028 across 183 cities.

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The lay of the land

Racing in Massachusetts

Massachusetts runs a year-round race calendar, so there’s almost always a race near you. The calendar is busiest in September, October, and August, with races most often held in Boston, Worcester, Oak Bluffs, and Springfield.

Races in Massachusetts stretch from the sandy Atlantic coastline of Cape Cod to rolling New England hills inland and the higher Berkshire Mountains in the west. Courses vary from flat, breezy coastal routes to hillier road races through wooded, hilly terrain further inland.

Conditions vary widely by region across Massachusetts, so weather lives where it’s accurate — each race page shows its typical race-day high, low, and rain chance from NOAA climate normals for that venue and date.

331
Races
183
Cities
11
Sports

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Frequently Asked Questions (FAQs)

How many endurance races are in Massachusetts?+
Endurance Grid's Race Calendar lists 331 upcoming endurance races in Massachusetts, spanning 11 sports across 183 cities, from August 2026 to January 2028.
Is there a race season in Massachusetts?+
Endurance races happen in Massachusetts year-round — spring, summer, and fall bring the most, and you'll still find events through the winter. Of the upcoming races on Endurance Grid's Race Calendar, the most are in September and October.
What types of endurance races are in Massachusetts?+
Which Massachusetts cities have races?+
Endurance races in Massachusetts are held in Boston, Worcester, Oak Bluffs, Springfield, Edgartown, Gloucester, Holyoke, Lexington, Newburyport, and Brighton, plus 173 other cities.
What race distances can you find in Massachusetts?+
Massachusetts races cover a wide range of distances. Some available distances on Endurance Grid's Race Calendar span 1 Mile, 10 Mile, 100+ mi, 1000m, 10K, 1500m, 1K, 2 Mile / 3K, and more distances, across a wide range of sports like adventure, aquabike, road cycling, duathlon, obstacle course, rucking, running, swimming, swimrun, trail running, and triathlon races.