Weekend Picks – September 18th

Rocky Horror Karaoke at dbar
Let’s Do the Time Warp Again! Head over to dbar this weekend for Tim Curry Tribute Night! This Friday from 10PM sing the night away with a Rocky Horror karaoke tribute. Costumes encouraged!
Neponset River Cleanup
Give back to Mother Earth this Saturday at the Neponset river cleanup this Saturday from 9-12! RSVP
Take a Field Trip: The South Boston Street Fest is Saturday
One of our favorite Southie days of the year is back! The South Boston Street Fest takes over East Broadway between I and L streets on Saturday, September 19th. Expect more than 100 local businesses, artists, and organizations, plus live entertainment, food, shopping, kids’ activities, and plenty of neighborhood fun. And make sure you stop by and say hello to us at the Caught in Southie booth! We will be giving away lots of fun stuff, plus selling a limited-edition Southie baseball cap and Caught in Southie totes
Calling all History Buffs
Calling all history buffs! On Sunday, from 11am-3 pm, not one but two historic homes will be open for tours – the William Clapp House and the James Blake House! Get all the details here!
Paint Your Selfie or Pet at Modern Party Art
Get creative this weekend! Modern Party Art is hosting a Paint Your Selfie or Pet event on Sunday, September 20th at 12pm. Bring your favorite photo of yourself or your four-legged friend and turn it into your very own painted portrait. A fun way to spend your Sunday and leave with something one-of-a-kind!
Weekend Fun at Blend
Blend has a packed weekend lined up. Kick things off Friday with Supernature Disco Party, at 10pm, 21+ and no cover. Saturday, 9/19 at 10pm, keep the party going with Mayhem Saturdays featuring DJ Tyler James also 21+ with no cover. Finally, all day Sunday, delicious bites and drinks!
Savor the last days of summer at The Ice Creamsmith
Enjoy the last of the summer sun at the Ice Creamsmith with some of their delicious homemade ice cream.
Dot Fun Day
Head over to 1160 Dorchester Ave this Sunday at 11AM for food, crafts, playspace for kids (and fur babies), and a fun community-based hangout!
Sunday Live Music at 224 Boston
Cap off the weekend with a performance by Griffin Ryan at 224 Boston (224 Boston St, Dorchester), from 5-8PM on Sunday!
Free Fitness, Get Moving!
The Boston Parks and Recreation Department and Boston Public Health Commission (BPHC) today announced the 2026 Boston Parks Fall Fitness Series, sponsored by Blue Cross Blue Shield of Massachusetts. The series will offer free weekly classes in City of Boston parks from September 13 through October 17, 2026. Check out the schedule here.
SPORTS!
Red Sox vs. Rays – Friday, September 18th at 7:10pm, Saturday, September 19th at 4:10pm, and Sunday, September 20th at 1:40pm.
Patriots vs. Steelers – Sunday, September 20th at 1pm.
NFL Football – check out the schedule here.
If you’re watching the game this weekend, check out our list of 10 places to catch the action in Dot, or check out 12 of our favorites in South Boston!
Have a fun-filled weekend! Thank you to our Caught in Dot readers and Neighborhood Partners for supporting our local neighborhood media efforts!

Hi! I’m Carina! I’m a junior at Northeastern University doing my Co-op at Caught in Southie; I’m very excited to be here! My favorite Boston spots are Chez Vous Roller Rink and Show Malatang- you can find me there most weekends! I love hanging out with my friends, reading, pickles, hockey, roller blading, and anything to do with music. Reach me at [email protected] to talk Boston!
