Cycling Events in Massachusetts
Massachusetts has 7 upcoming cycling events scheduled for 2026. Worcester is the busiest city with 2 events, ahead of Concord (1) and Walpole (1).
Showing all 7
Cycling
Pan-Mass Challenge 2026
Worcester, MA
Cycling
Pan-Mass Challenge 2026
August 1, 2026
Worcester, MA
Cycling
Cycle for Shelter - Emmaus, Inc.
Haverhill, MA
Cycling
Cycle for Shelter - Emmaus, Inc.
September 13, 2026
Haverhill, MA
Cycling Events in Nearby States
Frequently asked questions
What types of cycling events are there?▾
Major categories include road races, gran fondos (mass-start long rides), gravel races (mixed surface), mountain bike races, century rides (100 miles), and criteriums. RACE lists events across all categories.
What is gravel racing?▾
Gravel racing takes place on unpaved roads using drop-bar bikes with wide tires. It is the fastest-growing segment of cycling. Marquee events include Unbound Gravel, SBT GRVL, and Belgian Waffle Ride.
What is a gran fondo?▾
A gran fondo is a long-distance mass-participation cycling event, typically 60-100+ miles. Unlike road races, gran fondos welcome riders of all levels. Popular US gran fondos include Gran Fondo Hincapie and GFNY New York.
How long is a century ride?▾
A century ride is 100 miles. A metric century is 100 kilometers (62 miles). Both are popular cycling milestones. Many organized century rides offer multiple distance options and full support with aid stations.