Weekend Picks – September 25, 2026

Need weekend plans!?! Check out our Weekend Picks!
Stay Safe in the Storm
Close all your windows, charge your devices, take down outdoor decorations (or anything that can blow away), stock up on food, don’t drive, and stay inside! If you see downed power lines or trees, report to 311. A Nor’easter is heading our way!
History in Motion – Canceled due to weather
USS Constitution is scheduled to get underway on Friday, September 25th from Charlestown Navy Yard at 10:00 A.M. The cruise will be visible from the Boston Harborwalk, Castle Island, and Charlestown Navy Yard. A 21-gun salute will be fired at approximately 11:30 A.M., viewable from Fort Independence on Castle Island. Followed by a 17-gun salute in front of the US Coast Guard Base around 12:25pm.
Colin’s Joy Project Breakfast + Merch
Unfortunately, the impending Nor’easter has canceled the scheduled Colin’s Joy Project 5K, but that doesn’t stop the party! On Saturday, September 26th from 9am to 12pm, stop by South Boston Catholic Academy for bagels + coffee, music, and merch! If you registered, come by for your free race shirt. Show this important community organization some love by stopping by to pick up merch or make a donation.
Robot Block Party
MassRobotics hosts its annual visual STEM gathering in the Seaport this Saturday, September 26th from 10:45 am to 4pm! Admission is completely free, bringing thousands of local families together for an exciting day of innovation. Kicking off with a Robot Sidewalk Parade at 10:45am, the event features interactive demonstrations from over 50 technology firms, academic institutions, and student groups! Expect incredible sights as machines march, glide, soar, and splash!
The Current is back for it’s 20th Season with Fireside in the Seaport
The Current’s 20th season debuts September 25 with Nine Pop-Ups across fashion, beauty, jewelry, food and more. Get all the fun deatails here.
Castle Island Beer (and Bardo’s) Turn 5
Castle Island Beer is celebrating all weekend long with a past cellared bottle sale, live music on Saturday with Jason Oberstein. Stop by for some beer and pizza!
Sunday Roast at Hawksmoor
Fall is the perfect time for a cozy meal and Hawksmoor will do the cooking for you! They offer their Sunday Roast every Sunday. The delicious menu features perfectly slow-roasted dry-aged beef, crispy roasted potatoes, roasted seasonal veggies, rich, buttery green vegetables, generous servings of savory bone marrow gravy, and a massive, classic Yorkshire pudding! My mouth is watering just thinking about it!! Make your reservations here!
Musical Bingo at PKL
Ready to listen to some tunes and win some prizes! PKL has Musical Bingo every Friday from 7pm to 9pm! Trade in standard numbers for your all-time favorite tunes! Catch the DJ spinning great hits as you check them off your card. Be the first player to line up five in a row to grab the prize! Get all the details here!
Try Out Format Sculpt
Format is now offering Sculpt! It is a full body workout featuring dynamic combination movements rather than isolated muscle work! It is unheated. It is a super exciting addition to Format. They are offering classes all weekend long! Check out their schedule here!
Fall Menu at American Provisions
American Provisions is welcoming autumn with incredible new seasonal offerings! Launching today, the delicious Fall Bowler packs fresh kale, hearty quinoa, roasted butternut squash, sweet gala apples, savory caramelized onions, shaved parmesan, crunchy pepitas, and crispy sage, all tossed in a signature house-made maple Dijon vinaigrette! They also have so many fall drinks including, Banana Bread Latte, Blueberry Pancake Matcha, and Maple Cream Cold Brew, to name a few! Order yours now!
Grab brunch at Fat Baby
Fat Baby might be known for their sushi and bao buns but they also have an awesome brunch! The Hong Kong French Toast with creamy peanut butter, white chocolate, fresh strawberries and bananas, and strawberry miso ice cream is amazing! They also have $1 Sunday Snacks, featuring wings, loaded fries, and dumplings! Make your reservations now!
Saturday AM Sweat Out at Moki
Kick off your Saturday morning with an invigorating sauna session! Enjoy upbeat tunes that will keep your energy high, alongside soothing hot sauna heat and refreshing cold plunge therapy. They are welcoming a bigger group this time, offering a great space to hang out, meet neighbors, and sip drinks between plunge rounds. On-site coffee will be served to keep you fully energized! Sign up here!
Check out Si Cara Lounge
Did you know Si Cara has an awesome lounge downstairs?! It is open Thursday to Sunday from 5pm to 12am. There is music, the drinks are flowing, and impeccable vibes! Stop by this weekend to check it out! Make a reservation here!
Watch the Pats Game at The Seapoint
The Seapoint is the perfect place to watch the game! Grab some pizzas and a pitcher (or 5) and root for the Patriots!
Live Music Roundup
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 – DJ Sets starting at 10pm on Friday and Saturday. Rotating live bands 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!
Park City– Live music every night! Follow them for weekly lineup updates!
The Grove at Lawn on D– From DJ sets to live bands to line dancing! The Grove has a wide variety of entertainment throughout the week! Check out their schedule here!
Cisco Seaport features a rotating lineup every weekend. Follow them for their schedule.
Cisco Brewing Fenway – Check out the latest live music happening at Cisco Brewing Fenway here.
SPORTS!
Red Sox vs. Cubs – Friday, September 25th at 7:10pm, Saturday, September 26th at 7:15pm, and Sunday, September 27th at 3:05pm.
Patriots vs. Jaguars – Sunday, September 27th at 1pm.
Here are 12 Places to Watch the Game in South Boston!
Check back! This list may be updated!
Have a fun-filled weekend! Thank you to our Caught in Southie readers and Neighborhood Partners for supporting our local neighborhood media efforts!
5th generation South Boston native, who rarely travels outside of Southie. Hobbies include grabbing drinks, walking around the neighborhood, and spending time with her bulldog, Chubbs. Her perfect day would be going on a stroll to get a coffee, followed by lunch at Loco, then drinks at Hunter’s, and grabbing a slice of pizza for the walk home.

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