FEATURES
Ride + Chill at Franklin Park on Sunday, October 11th
Monday, September 21, 2026 - Mayor Michelle Wu today announced Ride & Chill, a free, family-friendly day of biking and activities throughout Franklin Park. On [...]
What to Expect at the 26th Annual South Boston Street Festival
Get ready, Southie! The South Boston Street Festival is Saturday, September 19th from 11am–4pm (rain date: September 26th)! East Broadway between I and L Streets [...]
Tis the Season: 5 Places to Pick Apples
Field Trip! Venture out of Southie and pick yourself a bushel and peck of farm-fresh apples. Make sure to check all orchards' websites for up-to-date [...]
A 20-Year Habit: Southie Boutique Celebrating Two Decades in South Boston
They say it takes anywhere from 18 to 254 days to form a habit…Well, how about a habit that has lasted 20 years? Last month, [...]
Fuel Saves Lives: A Southie Family Helping Communities After Disaster
When a natural disaster strikes, food, water, and shelter are usually the first necessities that come to mind. But there’s another resource that can quickly [...]
Celebrate South Boston Community Health Center at the 2026 Harbor of Hope Auction + Cocktail Reception
South Boston Community Health Center will host its annual Harbor of Hope Auction & Cocktail Reception on Wednesday, October 7th, at 6:30pm at the Boston [...]
Welcome to the Neighborhood – A note from Caught in Southie’s Founder and Editor
Hi Neighbor, First—welcome to South Boston! I’m Maureen Dahill, founder and editor of Caught in Southie, a website dedicated to the neighborhood of South Boston! [...]
Lace Up for the Annual Colin’s Joy Project 5K
The annual Colin’s Joy Project 5K returns to the neighborhood on Saturday, September 26th for a morning of running, walking, and community fun! The day [...]
Remembering 9/11 – 25 years later
It’s been 25 years since the terrorist attacks on September 11th, 2001. Here are some ways to honor and remember. Massachusetts 9/11 Fund Events The [...]
Move In Day Specials in South Boston: Local Businesses Are Making September 1st a Little Easier
We realize September 1st Move-In Day in Southie can be stressful — and sometimes even a little nightmarish. Between the moving trucks, traffic, parking issues, [...]
5 Ways to Play Volo in Southie this Fall
From Beach Volleyball to Candlepin Bowling, There’s Always a Game Happening in Southie Looking for your next league without leaving the neighborhood? Volo has Southie [...]
Mark you Calendars: The Return of the Snowport Holiday Market
Boston Seaport by WS announces the return of the Snowport Holiday Market, Boston’s beloved holiday tradition and seasonal destination, opening Friday, November 6 for its sixth season. This year, [...]
Boston Triathlon Returns to Carson Beach With Growing Field and National Reach
After Kids Day at the Boston Triathlon, the focus of the weekend shifts to the adults on Sunday, August 23rd, when competitors from Boston, across [...]
Cosplayers Brave Heat Advisory for Fan Expo Boston
Enthusiasts of all things pop culture from across New England braved temperatures exceeding 95° to attend Boston Fan Expo this weekend. The convention is an [...]
Caught Reading in Southie – August Book Reviews for You
How is it August? The sad part about it is that I struggled finding good books ALL summer long, so I’m here to share the [...]
Kids Day Brings Free Family Fun Back to Carson Beach for Boston Triathlon Weekend
For one weekend each August, Carson Beach fills with swimmers, cyclists, runners, and cheering family members as the Boston Triathlon returns to Southie on Saturday, [...]