Weekend Picks – December 5th

Haul out the Holly!
Christmas is coming. It’s time to deck the halls! Here are some places to pick up trees, wreaths, and more!
Karaoke Night at VRCC
Please join the Veronica Robles Cultural Center for a night of karaoke and enjoy food, beverages, and raffles for purchase to benefit the center’s cultural costumes and programming. Friday, December 5, 2025, 6:30 to 11:00 pm, 282 Meridian Street, East Boston. You can learn more here!
Enchanted Trolley Tour and Tree Lighting
Mayor’s Tree Lightings will take place on Sunday, December 7th at 6:15 p.m. – Maverick Square, East Boston. Enjoy hot cocoa, face painting, and more!
Holiday Wreath Sale
The Eagle Hill Civic Association is hosting a Holiday Wreath Sale on Sunday, December 7th from 12pm-1:30pm at the East Boston High School Parking Lot. Stop by and pick one up!
Christmas on the Greenway
Christmas on the Greenway in collaboration with Massport, Trustees One Waterfront, East Boston Holiday Light When: Sunday, December 7, 2025 Where: Bremen Street Park in front of Airport T Station (Splash Pad) entrance at Brooks Street. Time: 4:00 PM to 6:00PM Lots of fun for the kiddos! A visit from Santa and Mrs. Claus arriving in a Fire Truck! Arts and crafts, a fantastic holiday show by Riverside Theater Works, goody bags, enjoy a stroll around our luminaria (festival of lights)!
Taco Trail Time
This fall, Taste of Eastie is rolling out the brand-new East Boston Taco Trail—a cultural and culinary adventure that highlights the neighborhood’s incredible Mexican taquerías, Salvadoran kitchens, and Colombian grills. So, what’s the Taco Trail all about? Think of it as your “passport to flavor”—a guided way to explore Eastie’s authentic taquerías, hidden gems, and local spots serving up everything from street-style tacos to lively bar bites. It’s the perfect excuse to gather your friends and eat your way through the neighborhood. November 15th – February 28th You can learn more here!
Boston Frostival
Boston Frostival – is a dynamic lineup of winter events and activations that run through February. This programming will completely transform and reimagine winter in Boston, taking the iconic seasonal experiences that the city is known for – holiday lights, ice skating, tree lightings, games at the Garden, live theater, and more – and couple them with first-time events! Get all the fun and “frosty” details here!
Comfort Food at Cunard Tavern
Chicken Pot Pie season is officially at Cunard Tavern 🙌 Flaky puff pastry, creamy filling, and all the comfort you need! Try it this weekend!
New Dessert Alert at Reel House
Always save room for dessert at Reel House. A new dessert just launched – a delicious winter mousse! Give it a try this weekend – pairs perfectly with an espresso martini!
SPORTS
Bruins vs. Devils – Saturday, December 6th at 7pm
Celtics vs. Lakers – Friday, December 5th at 7pm
Celtics vs. Raptors – Sunday, December 7th at 3:30pm
Here are 7 Places to Watch in the Neighborhood!
Wondering what’s happening in our sister neighborhoods this weekend? Check out our weekend picks below:
Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.


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