• Welcome to Downtown South Boston, VA

    A Main Street America™ Accredited Town

  • Where People and Fun Come Together

    Downtown South Boston, VA

“A healthy, viable downtown is crucial to the economic
health and civic pride of the entire community”

~ National Trust for Historic Preservation

2024 Theme: Bring the Family Downtown

Downtown South Boston Spring Fling

Saturday, April 20, 2024

The Downtown South Boston Spring Fling is back on Saturday, April 20, 2024 from 10am-3pm. Downtown shops have their doors wide open and vendors are lining the sidewalks with crafts, jewelry, personal care items, handmade wreaths, flowers, home decor, food, drinks, and so much more! This event is held on the sidewalks and the streets remain open.

There will be vendors bringing home décor, original art, personal care items, wood crafts, candles and melts, jewelry and accessories, soaps and lotions, door hangers, hair accessories, clothing, books, food trucks, and more.”

Harvest Festival


Now in it’s 33rd year, 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. We welcome vendors to register online or download the application. Craft Vendors, Commercial Vendors, Food Vendors, & Non-Profit Organizations are invited and encouraged to participate!

Downtown South Boston Business Directory

If you’re looking for a downtown business, you’ve come to the right place. All downtown South Boston businesses are included in our online Business Directory. You can search by name, category (type of business), or view the alphabetical listing. If you don’t see a business you’re looking for, please contact us and let us know. Thank you for supporting our downtown businesses and helping them grow and thrive in our community.

Downtown South Boston Farmers Market

The Downtown South Boston Farmers Market is home to many local farmers, bakers, and artisans. You can find homegrown vegetables, baked goods, plants and flowers, handmade gifts and home decor, and so much more. The Market is open seasonally and during other times of the year.

Visit the Facebook page to see  weekly updates on what’s available and see all of their events. Click the link below to learn more or to download applications for Daily or Annual participation in the Market. Shop small and shop local!

Thanks to Sentara Health for the Sentara Cares Grant funding programs for the Downtown South Boston Farmers Market.


It’s a great place in a spacious outdoor space with covered stage for your events.


As a Main Street America Accredited program, Destination Downtown South Boston is a recognized leading program among the national network of more than 1,200 neighborhoods and communities who share both a commitment to creating high-quality places and to building stronger communities through preservation-based economic development. All Main Street America™ Accredited programs meet a set of National Accreditation Standards of Performance as outlined by Main Street America.

Celebrate Your Veterans

Celebrate and honor your Veterans with a street banner. The initial cost per banner is $225 for the production, hardware, installation, and removal of the banner. If you apply to install a previously displayed banner that is still in good condition, the cost of installation and removal of the banner is $50.00. The banner will be displayed from June 30 to Veterans Day of each year (display schedule is tentative and could change each year). Click the button for more information.