Get ready to deck the halls: Caught in Southie Holiday Stoop Decorating Competition!

Haul out the Holly!  Caught in Southie is proud to announce the inaugural Caught in Southie Holiday Stoop Decorating Competition to benefit the South Boston Neighborhood House! 

If you’re interested in competing, you sign up here and then get decorating. A $50 competition fee will go directly to the South Boston Neighborhood House. (To participate, you must have access to your stoop so people can stroll by and check out the decorations.). To Participate Email: [email protected] Get all the details here. 

The Annual Christmas Stroll in South Boston

The Christmas Stroll will take place on Thursday, December 5th starting at 4 p.m kicking off their Shop, Dine, and Splurge campaign at our local businesses and restaurants! The Stroll will feature Santa Claus riding on an antique fire truck followed by an up-and-coming MusicBall singer. Santa’s route will go up Old Colony to Dorchester Street on his way to four stops on East and West Broadway (there will be hot chocolate and treats at each stop):

4:15 p.m. — Medal of Honor Park

4:45 p.m. — Library on East Broadway (where the tree will be lit!)

5:15 p.m. — West Broadway Municipal Parking Lot

5:45 p.m. — Corner of C Street and West Broadway

The Original Dickens Carolers will stroll along East Broadway (4-6 p.m.) and the Mistletones will entertain along West Broadway (5-7 p.m.). And free Pedicab rides will be available from 6-8 p.m. to whisk customers to their favorite establishments.

Neighborhood Tree Lightings

Friday, December 6th

Light Up Seaport is the perfect way to kick off the Holiday Season. The event will be held on Friday, December 6th, from 5-9pm. Now in its seventh year, the community event will feature a tree lighting, live entertainment, and can’t-miss offers and surprises from Seaport’s incredible mix of retailers and restaurants. You can get the full details here! 

Enchanted Trolley Tour and Tree Lighting

Sunday, December 8th

Mayor’s Tree Lighting at Medal of Honor Park will take place on Sunday, December 8th at 2pm.  Enjoy hot cocoa, face painting and more!

Holiday + Christmas Market at the LOT