THANK YOU for visiting the DDSB event page. We are excited to bring lots of family-friendly events to the community and surrounding area.
Get ready for the first ever mega-sidewalk South Boston Spring Fling! It's happening on Saturday, April 9, 2022 from 10am-3pm and there will be plenty of fun for all ages. Downtown merchants will be on the sidewalks JOINED by local artisans, crafters, and more.Browse along the streets where you'll find plenty of great local products […]
Join us in Downtown South Boston for the best ever show of antique cars and more! Click here for details.
At the South Boston Farmer's Market
Factory Street Brewing Company is celebrating their first year in business and they're throwing a party! It's BIRTHDAY, BREWS, AND BBQ! They are starting the day with their 1st annual Bar-B-Q competition with local celebrity guest judges, selecting multiple categories of winners. The day continues with a '90s cover band helping you get in the […]
Click here for Movie Details: Encanto Free entry & water Bring your blankets and chairs for a movie under the stars Candy Drinks and popcorn for sale by Exquisite Events
Fun learning to grow!
DDSB presents the first Splash into Summer on Thursday evening, June 2, 2022 from 5pm-8pm. Enjoy supper, spirits, and beverages at local restaurants. After you enjoy your food and drinks (or before!), browse Main Street where you will find downtown merchants opening their doors on the sidewalks and lots of vendors, crafters, and artisans joining […]
Help us Celebrate 35 Years at the Market!
Happy 4th of July at Constitution Square!
Sizzling fun at the Farmer's Market downtown South Boston
Movies on Main is back with Spider-Man: No Way Home on August 5 at 8:30pm.
Thanks to our great sponsors! All cars, trucks, and bikes welcome! Main Street is closed for this event. There will be door prizes, delicious food, and some fantastic cars and trucks. This is an event for the entire family. Enjoy the day and stop by local restaurants remaining open for the event, including: Southern Plenty, The […]
Fun at the Farmer's Market! This is a HUGE Halloween Extravaganza! FREE food and drinks, activities and games for all ages, costume and pumpkin carving contests, trail of treats, and plenty more to do, see, and taste!
Celebrate all small businesses on this very special day! Help them keep the doors open and support the community and all who live here!
This year's them for downtown South Boston is "Engage with Downtown"! And what better day than Valentine's Day to "Engage with Downtown" - visit the shops and see all of the specials for the one you love. Gifts, fresh flowers, candy, and more. Stop by all of the shops and see what's available for […]
The theme this year for downtown South Boston is "Engage with Downtown"! And what better day to do it than Valentine's Day?!? Visit the shops and see all of the specials for the one you love. Gifts, fresh flowers, candy, and more. Stop by all of the shops and see what's available for your sweetheart […]
Shamrock the Block is back! Watch for details!
Watch for details - and get your Easter bonnet ready!
IT'S BACK!!! SPRING FLING!!! Watch for details!
May is all about mom and Mother's Day - and downtown is celebrating. What better way to "Engage with Downtown" than to shop for mom!?! And there are some surprises coming for this special event so check back often!
Every Wednesday through September the Downtown South Boston Farmers Market is open with live entertainment, food trucks, activities, and plenty of vendors. Visit the Facebook page to find out what's happening this week! It's family fun entertainment all summer long! EVERY WEDNESDAY - MAY THROUGH SEPTEMBER FROM 3PM - 7PM
June is Father's Day and there are lots of dads and dudes out there to celebrate. Some have children, and some may not have children, but dudes have dogs, horses, and more - we're celebrating all the dads and dudes no matter who or what they take care of! Watch for details!
Happy Birthday USA! Let's celebrate!
It may be hot and muggy, but that's not stopping us from celebrating all of our special little pups and dogs! Get ready for a fun time with your furry friends! ENTER OUR DOG DAYS OF SUMMER CONTEST TO WIN $100!!! Visit our Facebook page for details beginning Saturday, August 12, 2023!