Dorchester County has become a popular place for running, cycling, swimming, and triathlon events. Here are the upcoming cycling, running, and triathlon events in Dorchester County on Maryland’s beautiful Eastern Shore. Dorchester also makes a great place for training!

More events will be added to this list as event organizers announce dates and details.

Heart of the Chesapeake Bike Tour

Join other cyclists for the Pauline F. & W. David Robbins Family YMCA's Heart of the Chesapeake Bike Tour on Saturday, July 23, 2022. The [...]

IRONMAN Maryland

Be part of one of the world’s most grueling endurance events – right here in Dorchester County, Maryland! The IRONMAN Maryland triathlon on Sept. 17, [...]

Bike the UGRR

Inspired by Harriet Tubman and her daring journeys to freedom on the Underground Railroad, Alpha Genesis Community Development Corporation (AGCDC) is organizing a bike ride [...]

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