5 Things You Should Know This Week – September 22nd

Nominate a Legacy Business
Today, Mayor Michelle Wu announced the launch of the nomination period for the fourth annual Legacy Business Awards. Nominations will be accepted through Friday, October 31, 2025. Residents are encouraged to nominate long-standing businesses that have been located within the city of Boston for at least 10 years and contribute to the cultural, historical, and societal fabric of their community or neighborhood. To nominate a business, residents can use the online form, visit their local Boston Public Library branch for assistance filling out the form, or call the Office of Small Business at 617-635-0355 for assistance. You can get more details here!
Pick some Apples
Venture out of the neighborhood and pick yourself a bushel and peck of farm-fresh apples. Here are our picks for 5 Places To Pick Your Own Apples!
Neponset River Fall Cleanup
Join NepRWA at the Neponset River Fall Cleanup on Sat., Sept. 27 at 9am! Volunteers needed for all kinds of tasks—there’s a job for everyone! Sign up with friends, family, and co-workers! Details at neponset.org/cleanup
Register to Vote
The General Election in Boston is on Tuesday, November 4th. The last day to register to vote is October 25th. You can do it right here!
Oktoberfest at Dorchester Brewing Co.
Join in the fun in Dorchester this Saturday for the second installment of DBCo’s Oktoberfest weekends. The event includes exclusive beer flights, liter pours of German beers, a stein-holding competition, live music, a bratwurst eating contest and more! Doors open at 11:30am and the fun continues all day and night long! You can learn more here!
Have a great week!
Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.

