Need weekend plans!?! Check out our weekend picks!

Coco Club at Publico

Nightlife just got even better!! Coco Club is taking over Publico for a night of great vibes and great music. It will take place on Friday, October 3rd at 9pm. Rsvp here to secure your spot for an awesome night out!

Dennis Taylor at The Seapoint

The one and only Dennis Taylor will be headlining Seapoint on Friday, October 3rd at 8pm. The night will be filled with disco and soul! Stop by early to grab your steak tip dinner!

Lawn on D Fall Festival

Fall is here and Lawn on D has the perfect event for the whole family. The Festival takes place on Saturday, October 4th from 12 to 5pm. There will be face painters, caricature and balloon artists, and animal encounters. Rumor has it, Bluey and Spider Man will be attending!! Get all the details here!

Style Exchange at Native Sun

Calling all fashion lovers! Style Exchange will be hosting an outdoor thrift market at Native Sun on Saturday, October 4th from 1 to 4pm. It’s a neighborhood-style thrift pop-up where you can consign your own clothes or simply come browse racks and shop your neighbor’s closet. Interested in being a vendor? Sign up here!

Oktoberfest at the Nautilus Pier 4

On Saturday, October 4th, enjoy some Oktoberfest fun at the Nautilus Pier 4 featuring bar food + snacks, stein holding competition at 3pm, Best Dressed competition, and Oktoberfest beers on tap! Fun takes places on 1pm-4pm.

Brett Young at Park City

Get ready for a night to remember at the 2025 TESF Legacy BASH, a high-energy charity concert celebrating The Thomas E. Smith Foundation’s 15th anniversary! Headlined by Country music superstar Brett Young, this unforgettable evening takes place in South Boston’s brand-new Park City outdoor venue, where music meets mission –– raising awareness, funding innovation, and redefining what’s possible for those living with paralysis. The evening will also feature performances by **Ayla Brown**, **Rob Bellamy** and **Erik DiNardo**, each bringing their own unique style and energy to support this meaningful cause. This event takes place on Saturday, October 4th, from 6:00 pm to 11:00 pm. You can purchase your tickets here! 

Oktoberfest at Castle Island Brewery

Grab your Lederhosen & Dirndls! Castle Island Brewery is celebrating Oktoberfest season in Southie on Saturday. All day, they will be serving up pours of your favorite German Lagers, Special Flights, Oktoberfest Pizza, Make Your Own Pretzel Necklace, Bierstacheln (Hot Beer Poking), and plenty of Umpah Music! Reserve your spot here!

Lakon Paris: Kids Croissant Class

Lakon Paris is hosting a kids croissant class on Saturday, October 4th at 11am. Lakon’s pastry chef will teach the little chefs how to make their delicious croissants filled with chocolate cream, vanilla cream, strawberry sauce, and more! Get all the details and how to secure your spot here!

Dogtoberfest at Harpoon Brewery

Oktoberfest is for the dogs at Harpoon Brewery. Stop by on Sunday, October 5th from 10am to 2pm to celebrate. There will be delicious food, beers, and live music. There will also be a dog costume contest such as Best Costume, Best Trick, Best High Five, and Best “Look-a-Like”. So don’t forget to dress your four-legged friend up to impress! Get tickets here!

Jumpstart Connections at Barre Groove in South Boston

On Sunday, October 5th, from 12:30pm-2pm, enjoy a free event designed for female entrepreneurs and business owners who want to sweat, connect, and empower one another in a supportive, uplifting space!  This event will feature a special workout, followed by networking opportunities.  You can sign up here!

Mangia!

Bottega, a new Italian eatery, is officially open!  Stop by for breakfast, lunch, dinner, or all three! Bottega’s breakfast menu features fresh frittatas, breakfast paninis, espresso, cappuccino, iced coffee, and more!  For lunch and dinner, feast on paninis, pasta, including our build-your-own pasta bowl, fresh salads, delicious desserts, and more! You can check out the full menu here!  Hours: Mon, Tue, Wed, Thur, Fri  – 7:30 AM – 9:00 PM and Sun, Sat – 9:30 AM – 9:00 PM.

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!

Enjoy live music at the XYZ bar at Aloft on D Street on Saturday night!  Enjoy a craft cocktail and snacks while you listen.

Park City – enjoy live music all weekend long!  Check out the schedule via Instagram 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!

Red Sox Playoffs – TBD

Patriots vs. Bills –Sunday, October 5th at 8:20pm

Here are 12 Places to Watch the Game in South Boston! 

Check back as this list may be updated!