Weekend Picks – December 5th
Need weekend plans!?! Check out our Weekend Picks!
Breakfast with Santa at Publico
Santa is coming to town!! Santa will be at Publico Saturday, December 6th for a family friendly breakfast! Doors will open at 8:30am and Santa will arrive at 9am. There will be a full breakfast buffet and festive holiday cocktails for the adults. Secure your spot now!
Capo Sip & Shop
Get ready to sip, shop, and be merry at Capo! Their Sip & Shop will be held on Saturday, December 6th from 11am to 3pm. There will be 20+ local vendors, delicious food and drink, and holiday cheer!! It is free so stop by for a festive event.
Pet Photos with Santa at Harry & Lou
Stop by Harry & Lou on Saturday, December 6th with your four legged friends for photos with Santa!! Santa will be there from 12 to 3pm. And as part of Harry & Lou’s 12 Days of Chritsmas, if you buy 2 pet items, you get 20% off! Get all the details on their instagram!
Flex the Halls with Backyard
Flex the Halls is THIS this Saturday 🎄✨ From 9–12, DJ MAARCOS is taking over Backyard with live beats during class while some of our favorite local vendors pop up all morning. Catch: Sweet Reverly, Nutré, AG1, Beam, Breaths First, NWHS & East Broadway Market – Come sweat, shop, and kick off December the Backyard way. You can book your spot here!
Buttercream Boston Holiday Pop-Up
Buttercream Boston will be popping up at Dirty Italian with holiday deliciousness! They will be serving holiday cake slices. Flavors will include “Minty Mallow”, “Chai-nog”, “Snowball”, and more! The pop up will be on Saturday, December 6th from 10am to 12pm. Get all the details here!
Strength x Pilates in The Loco Lounge
The Loco Lounge will be transformed into a pilates studio and wellness retreat on Saturday, December 6th. Rylee and Angelina of RARe Wellness will be leading the class. Rise Aesthetics will be offering free B12 shots and discounted skincare after class. The tickets are $25 and include the class, a mimosa, and complimentary patatas bravas! Get your tickets here! Don’t forget to bring your own mat!
Split the G Contest at JJ Foley’s
This Saturday, JJ Foley’s is hosting a Guinness Split-the-G Contest at JJ Foley’s Café from 11:30am–2pm. Every winner is entered into a raffle to take home a Guinness Jersey. Plus, they’ll be running this event during the PC vs URI Watch Party at 12pm, and it’s College Football Conference Championship Weekend. Head in for America’s best pint and a great day of sports.
Petula’s Early Hours Winter Menu
Winter is here! Cozy up to Petula’s for their early hour winter menu! They are offering a Gingerbread Latte, Cherry Amaretti Latte, Peppermint Mocha, Eggnog Cold Brew, and of course Hot Cocoa. Early Hours are from 7am to 11am on Fridays and 8am to 1pm on Saturday and Sunday. Order ahead here!
Holiday Market at Castle Island Brewery
Holiday cheer is happening every Saturday in December at Castle Island Brewery. There will be local vendors and Christmas trees for sale from 12 to 5pm. The Grinch will also be there from 12 to 2pm for photo ops. Also there will be a special Grinch Green Beer which is a green apple lager! Get all the details here!
Sunday Sweat at Loco Lounge featuring Kelsey Morse from MyStryde
Kelsey from MyStryde will be leading a 45-minute body weight HITT Class on Sunday, December 7th at Loco Lounge at 10am. $25 gets your a ticket plus a free mimosa! Stay for brunch and get a free order of patatas brava for the table! Get your tickets here!
Apres Ski Party at Park City
You don’t have to leave Southie for Apres Ski!! Park City is hosting an awesome party on Saturday, December 6th at 12pm. Come for cozy vibes, delicious cocktails, and live music. There will also be raffles and giveaways. RSVP here!
Holiday Fundraiser To Benefit The Ollie
Roza Lyons will be hosting a holiday fundraiser for The Ollie. The event will be held on Friday, December 5th at 6:30pm. In the spirit of giving, bring an unwrapped toy for the toy drive! They will also be accepting donations at the door. There will be a cash bar, raffles, and appetizers!
Light Up Seaport
Light Up Seaport is the perfect way to kick off the Holiday Season. The event will be held on Friday, December 5th, 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
Mayor’s Tree Lighting at Medal of Honor Park will take place on Sunday, December 7th at 2pm. Enjoy hot cocoa, face painting, and more!
Massport Winter Festival
Celebrate the season, support local, and experience the magic! Join Massport for a joy-filled celebration at the new 10 World Trade (401 Congress Street) in the South Boston Waterfront on Saturday, December 6th from 12pm-5pm. All throughout the day, enjoy festive activities for all ages. Perfect for families, friends, and neighbors.
- FREE Photos with Santa
- FREE Holiday Movie Screening
- Gifts & Crafts from Local Vendors
- Seasonal Food & Drink Stalls
- Tree Lighting & Kid’s Brass Band to Close the Day!
Reserve your spot for this free event here!
Get your tickets to the Caught in Southie Festive Stoop Stroll
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 on Saturday, December 13th at 4 pm! 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! Plus, there will be a trolley to hop on and off! Get your tickets here!
Live Music Round Up
The Playwright – features DJ sets on Fridays and Saturdays starting at 9pm followed by Country Sundays with live bands starting at 6pm. Check out the schedule here!
Hunter’s – Friday 5-8pm, Saturday 1-4pm, and Sunday 3-6pm and 9pm-12am. Follow Hunter’s on Instagram for their schedule!
Capo – In addition to Sinatra Sunday with Rich Dimare and the Ron Poster Trio on Sundays at 5pm, there are live bands and DJ sets on Fridays and Saturdays. Follow Capo on Instagram for the schedule!
Lincoln – Legends of Summer on Sundays at 6pm.
Grace by Nia – features live music all weekend long! You can check out the schedule here.
Loco –performers and DJ in the main space and the lounge on the weekend! Look on their Instagram story for lineup!
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 12 Places to Watch the Game in South Boston!
Wondering what’s happening in our sister neighborhoods this weekend? Check out our weekend picks below:
Bonus: Pick up the First Ever Caught in Southie Holiday Zine
Be on the lookout for it in the neighborhood! It’s FREE!
With the holidays this year, we couldn’t think of a better way to celebrate than by creating something collectable…something delightfully nostalgic that bridges the past/present/future and shows our local love in the BIG way – our first-ever (very tiny) limited-edition Caught in Southie Holiday ZINE!
What the heck is a ZINE? It’s a real, offbeat printed piece of Southie that you can flip through, share, and cherish (we hope!) Plus, there are some “Golden Tickets” hidden inside some of them, where you can win a prize and old-fashioned coupons that you clip and use at local neighborhood spots!
So where can you find it? At these local small businesses in the neighborhood on Saturday, November 29th! While your there – show them some love, order a drink, pick up a gift card, do a little shopping!
Get one before they are gone! Make sure to tag us in your photos with them in the wild! One per customer, please!
Maureen Dahill is the founder of Caught in Media. Once a longtime wardrobe and prop stylist for brands such as Rue La La, TJ Max & Hasbro, she is a devoted lover of vintage clothing, Martini Mondays, Castle Island, AND a 4th generation South Boston native. Mother of three, married to Peter G.
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