THANK YOU for visiting the DDSB event page. We are excited to bring lots of family-friendly events to the community and surrounding area. 

Please contact us with any questions!

  • ShamROCK the Block

    Decorate your shamrock and you could win up to $250! Visit the website for details. Turn in your decorated shamrocks by March 19th to be entered in the contest.

  • Spring Fling

    Downtown South Boston

    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 South Boston Cruz-In

    Join us in Downtown South Boston for the best ever show of antique cars and more! Click here for details.

  • Factory Street Anniversary Party

    Factory Street Brewing 210 Factory Street, South Boston

    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 […]

  • Movies on Main

    Constitution Square

    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 […]

  • Splash Into Summer

    Downtown South Boston

    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 […]

  • July 4th Celebration

    Downtown South Boston

    Happy 4th of July at Constitution Square!

  • Movies on Main

    Constitution Square

    Movies on Main is back with Spider-Man: No Way Home on August 5 at 8:30pm.

  • Cruz-In

    Downtown South Boston

    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 […]

  • Halloween Extravaganza

    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 […]

  • Small Business Saturday

    Celebrate all small businesses on this very special day! Help them keep the doors open and support the community and all who live here!

  • ‘Engage with Downtown’ on Valentine’s Day

    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 […]

  • Engage with Downtown

    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 […]

  • Shamrock the Block

    Shamrock the Block is back! Watch for details!

  • Spring Fling

    IT'S BACK!!! SPRING FLING!!!   Watch for details!

  • All for Mom

    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 […]

  • Wednesday at the Market

    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 […]