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Weekend Picks – September 17th

Let’s get some breakfast!

Whether you are looking to load up on some protein or if you are slightly hungover and in need of something substantial in your stomach, we’ve got the scoop on the local spots for breakfast and brunch. Check out our roundup! 

21st Annual South Boston Street Festival

The 21st Annual South Boston Street Festival will take place on Saturday, September 18th!  Over the past twenty years, the festival has grown significantly and has become South Boston’s most highly anticipated events, attracting over 5,000 residents and visitors. This year’s festival will once again feature “The Best of South Boston” including over 90 businesses, artists and community organizations, which will fill the festival area from 11:00 a.m. until 4:00 p.m. You can learn more here! 

Yellow Door + Lionheart Confections

We’re loving this collaboration between Yellow Door Taqueria and pastry renegade Kate Holowchik’s Lionheart Confections.  This weekend, Lionheart Confections will bring its deliciously brave and bold pastry to brunch service at Boston’s award winning Taqueria in the form of a Choco Taco Doughnut – sold exclusively at both the South End and Lower Mills location (while they last!) Lionheart’s Choco Taco Doughnut creation is a half moon shaped vanilla brioche filled with vanilla bean pastry cream, dipped in chocolate-peanut ganache and garnished with a waffle cone tuile (a thin crispy cookie!)  Doughnuts will be priced at $7.00 each and available until they run out! Go get one! 

Oktoberfest at Dorchester Brewing, Co. is back!

After a year off, Oktoberfest is back at Dorchester Brewing Co. for 2021 with live music, beer, food, and a decorated Beer Hall that makes you feel as though you were in Munich! Show up in authentic German gear (Lederhosen or Dirndl) and get a very special prize from DBco! You can find all the fun details here! 

Sign up for the MyStryde 3,6,9 Challenge

Earn some MyStryde bucks, bragging rights, and jumpstart your fall fitness routine starting Monday September 20th at MyStryde. 2 weeks to complete 3,6,or 9 classes. Commitment cards will be available at front desk you can tape to the challenge wall to keep your head in the game at MyStryde. Purchase one of our specially priced challenge class packs on our website or app if you need some class credits, but keep in mind they expire the day the challenge ends, October 4th. You can learn more here! 

Full Moon Circle at In Good Co.

Take part in this virtual Full Moon Circle on Friday, September 17th from 7:15pm-8:15pm – hosted by In Good Co. Celebrate the moon – her beauty, power and meaning! Led by Kristine Berube. $15.

South Boston Pickleball Club Matches

Stop by and check out the South Boston Pickleball Club on Saturday! Did you know that pickleball is the fastest growing sport in the United States, registering an Average Annual Growth Rate (AAGR) of 10.5% between 2017 and 2020! Well, in an effort to thank the Department of Conservation and Recreation for the refurbishing and improvements made to the Farragut Road Courts, the SBPC is hosting a little appreciation day complete with pickleball matches! Fun starts at 9am!

Fried Chicken Sundays at Gray’s Hall

Enjoy a delicious fried chicken sandwich at Gray’s Hall on Sunday starting at 4pm! Pairs perfectly with a crisp glass of wine!

Live Music at Capo and Lincoln

Enjoy Sinatra Sunday at the Supper Club at Capo on Sundays. Lincoln will feature Legends of Summer on Sunday at 6pm. 

Celebrate Laugh Boston’s 8th Anniversary

For the past eight years, Laugh Boston has been, well…making us laugh! Help them celebrate by seeing a show this weekend!  As a special treat to Laugh fans, they’re offering a discount for shows this Friday and Saturday with the phenomenally funny Jessica Kirson. Use the code ANNIVERSARY for 50% off — this weekend only! You can purchase your tickets here!

The Playwright is Featuring Live Music

On Sunday from 7pm-10pm enjoy live music by Jamie Cain at The Playwright.  You can also enjoy a delicious chicken sandwich  – exclusive to The Yard!

NFL Football Sundays in Southie

The Pats face the Jets on Sunday at 1pm.  Here are 10 Places to Watch the Game in Southie! 

New to the Neighborhood Guide

Whether you just moved into the neighborhood or are looking for something new in the neighborhood, this is the guide for you! We’ve included helpful tips, new businesses on the horizon, and new things to try! It’s all right here! 

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About the Author

Maureen Dahill

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.