Caught in Southie Festive Holiday Stoop Stroll to benefit the Ollie

Caught in Southie is hosting the second Annual Caught in Southie Holiday Stoop Decorating Competition + Festive Stroll, and you’re invited to join the merriment! This one-of-a-kind event is your chance to explore the neighborhood, admire some seriously impressive holiday decor, and enjoy the warm hospitality of participating homes. Each stop will offer festive refreshments and entertainment to keep the holiday vibes strong. And all proceeds benefit the South Boston Neighborhood House!

The Ollie has been supporting Southie families for 125 years, making it the oldest continuously operated community-based nonprofit in the neighborhood. Their mission? “To support family and neighborhood life in South Boston.” From youth programs and senior services to family resources and events, The Ollie is the heart of our community — and this competition helps keep that going!

After the stroll, join us for a holiday mixer to cast your vote, shop some local pop-ups, and socialize with friends and neighbors.

A list/map of participating homes will be posted the week of the event! So stay tuned!