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!

Events

Events Search and Views Navigation

Event Views Navigation

Today

  • 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 […]

  • Dads and Dudes

    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, […]

  • Dog Days of Summer

    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 […]

  • South Boston Harvest Festival

    The South Boston Harvest Festival has become a favorite with kids, parents, singles, and everyone! Enjoy the attractions, entertainment, activities, and food that are fun for all ages! Come out […]

  • Small Business Saturday

    Join us as we celebrate Small Business Saturday in a big way! Help our local businesses keep the doors open - and watch for the fun happening on this annual […]

  • Christmas Parade

    Floats, bands, music, horses, dancing, and more! Don't miss this historic event on Main Street!

  • Annual Spring Fling

    The sidewalks downtown will be lined with vendors offering crafts, jewelry, clothing, woodworking projects, customized items, and more. And the Downtown South Boston Farmers Market will be open and celebrating […]

  • July 4th Celebration

    Downtown South Boston

    July 4th celebration with activities, food, music, and more!

  • Annual Harvest Festival

    Mark the date now for all of the fun in downtown South Boston, VA! Activities, vendors, food trucks, ice cream, music, entertainment on multiple stages, fireworks, and loads of fun!

  • Downtown South Boston Christmas Open House

    The Annual Christmas Open House is the perfect time to explore downtown South Boston, VA. Shops will have their doors wide open with lots of gift ideas, food, and fun. […]

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