Annual 20-Mile Race Is Testament to Winter Toughness

The Martha’s Vineyard 20-Miler, a road race in the middle of the cold, wet winter, steps off at 11 a.m. on Saturday, Feb. 18. A benefit for the Boys and Girls Club, the race celebrates its 20th year.

Heartbreakers Lead the Way at Gay Head 10K

Heartbreakers running club from the Boston area dominated the Gay Head 10K road race Sunday, with club members Justin Keefe winning the men’s division and Emily Ganley finishing first in the women’s division.

Runners Beat the Heat at Chilmark Road Race

Corey Kunz ran away with first place in the 39th annual Chilmark Road Race on a morning full of sunshine, sweat and, of course, lobsters.

Rugged Gay Head 10K Helps Keep the Light On

More than 100 runners braved chilly, blustery winds and a hilly course to compete in the third annual Gay Head Light 10K Sunday. Rene Da Silva of Vineyard Haven blew the field away, finishing with a time of 36:45.

Victory is Sweet and Comes with a Lobster at Chilmark Road Race

Runners from across the Island and elsewhere gathered for this year’s annual Chilmark Road Race under a clear blue sky Saturday, celebrating a tradition entering its 37th year on Martha’s Vineyard.

Annual 20-Mile Race Is Casualty of Rough Weather

A harsh winter and the promise of more severe weather led to the cancellation of the Martha’s Vineyard 20-Miler Road Race scheduled for Saturday. Race organizers and emergency personnel cited concerns about runner and volunteer safety on the icy, narrow course.

Sullivan, Jabberwocky 5Ks This Weekend

Two favorite 5Ks happen on Saturday, August 23: the Sullivan 5K Walk and Run in Oak Bluffs, and the Run for Jabberwocky 5K in Edgartown.

Ready, Set, Run for Vineyard House

Vineyard House invites all to its 24th Annual Columbus Day 5K Road Race and 1 Mile Fun Run on Sunday, Oct. 13. The race begins at 10:30 at Ocean Park in Oak Bluffs, continues along New York avenue, to the East Chop bluffs and back to the finish line in front of the Wesley House Hotel.

Runners Complete Loop in 10K Benefit for Gay Head Light

A trio of cross-country runners took the top spots in the first annual Gay Head 10K held Sunday morning in Aquinnah. Conor Welch, 25, of Allston, won the race with a time of 36:06.

Pennywise Path 5K

Run, don’t walk to sign up for the Pennywise Path Walk/Run to the new library in Edgartown set for Labor Day, Sept. 2, at 10 a.m. Participants will be transported by bus from the Edgartown School, the site of the new library, to the start of the 5K race at the Pennywise Path Preserve off 18th street.