Fun Runs, 5Ks and More in Boston

If you enjoy running or you simply want to participate in a fun event to help raise money for charity, there are many different types of runs available to choose from throughout the city. Here are a few of your available options.

Cupid’s Undie Run

Cupid’s Undie Run is a1-mile fun-run benefiting the Children’s Tumor Foundation and its research into Neurofibromatosis. The run begins at 2:00 pm with an open bar starting at 3:30 pm. The event raised $3.5 million in 2016, with races taking place throughout the country on Valentine’s Day.


Starting and ending at the Osborn Tavern in Danvers, the D5K is a year-round affair with races scheduled every Wednesday in March.

Mystic Runners Lake Q 5K

A weekly 5K hosted by Mystic Runners, this race takes place around Lake Quannapowitt. Races are taking place every Wednesday in March with participants meeting at the Lakeside Inn.

Strongwater Farm Donut Dash

The Strongwater Farm Donut Dash is a 5K taking place on March 11 as a fundraiser for the farm’s horse. Participants start the race with a donut and encounter numerous donut pit stops throughout the entire race. Participants meet at the Saunders Recreational Area.


The Craicefest is a 5K event that ends in a beer festival. Taking place on March 12, the event meets at Thorndike and Second streets in East Cambridge before dipping into Charlestown.

Leprechaun 5K Shuffle and Fun Run

The fifth annual Leprechaun 5K Shuffle and Fun Run is a charity run meant to raise money for people with autism. The race takes place on March 12th and starts at Davis Elementary School.

Nutty Irish 5K Cocoa Run

The Nutty Irish 5K Cocoa Run takes place on March 12 and ends in noshes that include spike cocoa and Irish soda bread. The race meets at the Olde Salem Greens and features a looped 1.5 mile course.

Running of the Leprechauns IV

Benefiting the Boston Children’s Hospital, the Running of the Leprechauns IV is a 5K run that ends in a feast of Irish goodies including soda bread and stew. The race, which also features a bagpiper and fiddler en route, takes place on March 12th and meets at the American Legion Post 45.

Mick Morgan’s Annual 5K Road Race

Mick Morgan’s Annual 5K Road Race benefits Hessco, which is a local social services organization for the elderly and for people with physical disabilities. The race, which begins outside of Mick Morgan’s pub, takes place on March 18th.

Ras na hErireann

The Ras na hEreann is a 5K race that bills itself as “the most genuine Irish race this side of the Atlantic.” Beginning and ending in Davis Square just off the red line, the event takes place on March 19th. A Harpoon brewery-sponsored party will follow the event.

St. Patrick’s Day Road Race

Taking place before the annual St. Patrick’s Day Parade in Southie, the annual St. Patrick’s Day Road Race takes place on March 19th and benefits the Edgerley Family South Boston Club’s Keystone Teen Leadership Program. Participants meet at West Sixth and F streets.

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