Shopping, Dining + Splurging

The South Boston Chamber of Commerce and the South Boston Neighborhood Development Corporation are excited to once again make the Broadway business district and surrounding areas a festive place for the community to shop and dine locally during the holiday season.

The Holiday Stroll will take place on Thursday, Dec.1 from 4-6 p.m., kicking off a month of Shopping, Dining, and Splurging at our local businesses and restaurants!

The Stroll features Santa on an antique fire truck, followed by a Classic Cadillac convertible with up-and-coming pop singers Carly Underwood and Tyler Levs of MusicBall Entertainment. More than 50 participating businesses will be offering incredible savings on Dec. 1; look for the big red bow on their storefronts.

Santa will make four stops along East and West Broadway (there will be hot chocolate and treats at each stop): 

  • 4:00 p.m. — Medal of Honor Park
  • 4:30 p.m. — Library on East Broadway
  • 5:00 p.m. — West Broadway Municipal Parking Lot
  • 5:30 p.m. — Corner of C Street and West Broadway

The Original Dickens Carolers will be strolling along East Broadway (4-6 p.m.) and West Broadway (5-7 p.m.). And free Pedicab rides will be available from 5:30-7:30 p.m. to whisk customers to their favorite establishments.

Visit for a list of participating businesses and their hours. Follow the Chamber on social media to stay up to date!

We are grateful to our sponsors (to date):

  • Massachusetts Port Authority
  • Stapleton Floral
  • City of Boston Credit Union
  • Boston Sparks Association
  • HarborOne Bank
  • Cedarwood Development
  • Oxford Properties
  • Dedham Savings

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