THANK YOU for visiting the DDSB event page. We are excited to bring lots of family-friendly events to the community and surrounding area.
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!
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 and enjoy South Boston’s favorite place to celebrate the season! *Sponsored by Destination Downtown South Boston, Inc. Click here for more details.
Food, fun, and laughter! 9am-5pm - Watch for more details.
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 celebration of our local businesses!
Floats, bands, music, horses, dancing, and more! Don't miss this historic event on Main Street!
Join us for the 2024 Season Opening of the Downtown South Boston Farmers Market! It's going to be a grand event with old and new vendors - and kids will enjoy POP Club and shamrock painting too. They'll get a $5 voucher to spend at the market. There will be FREE seeds and plants, lots […]
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 Spring Fling with lots of vendors too! Mark the date and plan to spend the day. Restaurants and coffee shops will be open - and […]
July 4th celebration with activities, food, music, and more!
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!
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. And there's a contest with a great prize so check back for more details!
Shop Small...Shop Local Saturday is Small Business Saturday - help our locally owned downtown businesses stay alive!
The Annual South Boston Christmas Parade is happening again and it's going to be spectacular!!!