2 events in Boston, Massachusetts
From big races to Saturday morning group runs—find trail running events and connect with the local endurance sports community.
Boston
2 events in Boston-
Wed, May 20, 2026 at 4:00 PMSee full details
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).
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Sun, Jun 14, 2026 at 10:30 AMSee full details
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!
Local Clubs & Organizations
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Group
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GroupSee full details
Every Wednesday at seven, runners emerge from Boston subway exits heading toward wherever Boston Run & Chug has decided to explore. Founded in January 2014 by Adam, who wanted to bring runners together for midweek miles, the crew has grown to nearly 400 members, investment bankers running alongside graduate students, teachers keeping pace with engineers. The rotating meeting points became the signature by design: one week starts from the Public Garden, another in Cambridge. But the real magic happens afterward. Post-run drinks aren't optional, they're integral. The conversational pace keeps everyone together, whether someone's training for their first 5K or knocking out marathons like weekend errands. No GPS watches. No pace groups creating hierarchies. Just people who want to move through the city and connect afterward.
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Club[email protected] (508) 239-8848
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Advocacy
Boston-based initiative promoting safe swimming and water quality improvements in the Charles River.
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Club
USA Swimming Club. 6 members.
[email protected] +1 617-474-1056