Celebrate Oktoberfest
Get your lederhosen ready! The city is filled with Oktoberfest celebrations filled with beer, pretzels, sausage and more! Check out our roundup here!
Seabiscuit Fall Sweets
Seabiscuit has baked up some fall treats for you to enjoy, featuring pumpkin oats scones and ginger love muffins!
Coast to Coast Launch Party at Tall Ship
Tall Ship will host a Coast to Coast Launch Party on September 23rd from 10am-1pm. Celebrate Seaav’s newest sustainable Coast to Coast activewear collection with a group workout class with B-Spoke Studios and Two Toned Training! You can get the details here! (Weather permitting)
Cider Donut Beer + Cider Donuts at Down East Cider House
It’s that time of year! Sweater weather and the craving for cider donuts! Drink Down East Cider Donut beer and eat cider donuts! There’s really not much better! Stop by Down East this weekend!
Pickleball Tournament
East Boston Pickleball Club is hosting a tournament on Saturday at 10am at Porzio Park! $45 per player. All ages and skill levels are welcome. You can learn more here! (Weather permitting)
Touch a Truck at Suffolk Downs
Join Suffolk Downs for the Touch-a-Truck at The Track on Saturday, September 23rd from 10am – 2pm at Suffolk Downs. Walk along the track for an up-close view of tractors, trucks, diggers, police cars, and fire engines. Sit in the seats, honk the horns, or take your picture on the front end! Enjoy kids activities, face painting, games, bubbles, food trucks, and craft beer by Night Shift Brewery in the Paddock! This event is free to attend and open to the public but registration is recommended. You can learn more here!
Coffee Talk
Looking to grab a local cup of coffee? You’re in luck! Eastie has no shortage of spots serving up espresso drinks and drip coffee, plus beverages like matcha and chai. Consider this your sign to skip the chains and get your caffeine fix at one of these six local coffee spots.
Tall Ship Health + Wellness Event
On Sunday from 12pm-6pm take part in the Good Vibes Fest featuring Shamanism for the People! What could be better than a full day of movement, music, and dancing with friends? Offerings feature sound meditations, sound healings, a drum circle, multiple ecstatic dances and more! Get your tickets here!
Check back as this list may be updated!
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.
5 Things You Should Know This Week – June 16th
Bunker Hill Day Parade 2025 – All you need to know!
Weekend Picks – Bunker Hill Day Edition