Trail in Boston, Massachusetts | 2026-2027

4K Trail Run [cathleenstoneisland.org] [Register at runsignup.com]
Wed, May 20, 2026 at 4:00 PM

Description

Rescheduled: The 4K scheduled for Thursday, May 22nd was postponed due to weather and has been rescheduled for Thursday, June 26. There are additional spots available for individual runners and...

Rescheduled: The 4K scheduled for Thursday, May 22nd was postponed due to weather and has been rescheduled for Thursday, June 26. There are additional spots available for individual runners and corporate teams. The new registration deadline is Friday, June 20.

The 4K Trail Run is the most unique race in Boston! Taking place on Cathleen Stone Island in the Boston Harbor, teams and individual runners will enjoy an afternoon and evening with their coworkers and friends. After a short ferry ride (~30 minutes) to the island, the event will kick off with a 4K race through the island and end with dinner, beer, and an on-island party.

Every dollar raised from the 4K Trail Run supports Cathleen Stone Island's mission to deliver free, hands-on science learning to Boston's youth. The 4K Trail Run is an excellent way to invest in education of Boston youth and is our most popular corporate fundraising event. This year’s 4K Trail Run will take place on Wednesday, May 21st, and Thursday, May 22nd, 2025 (Teams and runners must select one day to participate).

4k Run Trail
Boston, Massachusetts, 02210, United States
OpenStreetMap Google Maps

Charlestown Boys & Girls Club's Battle of Bunker Hill 5K Road Race [runsignup.com]
Sun, Jun 14, 2026 at 10:30 AM

Description

Help support the Charlestown Boys & Girls Club and our Members by participating in one of the oldest Road Races in the Northeast. This 5k Historic Course is a very scenic and challenging route...

Help support the Charlestown Boys & Girls Club and our Members by participating in one of the oldest Road Races in the Northeast. This 5k Historic Course is a very scenic and challenging route through the hills and streets of Charlestown passing historical sites such as the Charlestown Training Field, St. Mary’s Church, the Freedom Trail and the Bunker Hill Monument. The start and finish line of the race is at the Club’s 60 High Street Building.

We will once again have our exciting 'John McGee Team Challenge'. Take the home the coveted title named in memory of our longtime friend, board member and restaurateur.

Please be aware that the race will SELL OUT. Shirts available for all 1,000 registered participants.

BIB/SHIRT Pick Up will be on Friday, June 12th from 3:00 PM – 6:00 PM, Saturday, June 13th from 10:00 AM- 1:00 PM and the morning of the race starting at 9:00 AM at the Charlestown Boys and Girls Club (High St. Building)

Hope to see you all on Race Day!

5k Run Trail
60 High Street, Boston, Massachusetts, 02129, United States
OpenStreetMap Google Maps

2 events in Boston, Massachusetts