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 209 races in Massachusetts, from November 2026 to January 2028 across 134 cities.

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Racing in Massachusetts

Massachusetts runs a year-round race calendar, so there’s almost always a race near you. The calendar is busiest in November, December, and April, with races most often held in Boston, Wakefield, Worcester, and Gloucester.

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.

209
Races
134
Cities
9
Sports

Race in Massachusetts With Your People

Pick your race, start a group, and train together in the Endurance Grid app. Don’t wait for race day to celebrate.

The training calendar in the Endurance Grid app: the week plan and every day colored by sport
A Race Story in the Endurance Grid app: the finish photo and everyone who finished

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Frequently Asked Questions

How many endurance races are in Massachusetts?
Endurance Grid's Race Calendar lists 209 upcoming endurance races in Massachusetts, spanning 9 sports across 134 cities, from November 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 November and December.
What types of endurance races are in Massachusetts?
Which Massachusetts cities have races?
Endurance races in Massachusetts are held in Boston, Wakefield, Worcester, Gloucester, Newburyport, Salisbury, Lexington, Athol, Beverly, and Bridgewater, plus 124 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, 10K, 15K, 1K, 2 Mile / 3K, 25–50 mi, 4 Mile, and more distances, across a wide range of sports like aquabike, road cycling, duathlon, obstacle course, rucking, running, swimrun, trail running, and triathlon races.