Weekend Picks – September 5th

4.4 min readBy Published On: September 4th, 2025Categories: See and Do0 Comments on Weekend Picks – September 5th

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

Karaoke at Fat Baby

Karaoke is back at Fat Baby on Friday nights! Unleash your inner performer starting at 9:30pm. Stop by for dinner and drinks to work up some courage before you hit the stage! Secure your spot here!

Oyster-Fest at Castle Island Brewery

Calling all oyster lovers!! You may think oysters and summer go hand in hand but actually they are at peak season in the -ber months! Stop by Castle Island Brewery to enjoy Oyster-Fest on Saturday, September 6th at 1pm. There will be a shucking class at 2pm. Get all the details and tickets here!

Pickleball Single Mixer at Harpoon Brewery

Single and ready to mingle?! Head over to Harpoon Brewery for an awesome pickleball single mixer on Saturday, September 6th at 2pm. It is for ages 20’s to 30’s. There will be short rounds where you rotate partners and an area to mingle with lawn games. It is a fun way to meet new people with less pressure than speed dating. Get tickets here!

Ritual: Boston’s Wellness Social Event at Park City

Wellness in Southie is getting an upgrade! Ritual is hosting their wellness event series at Park City on Saturday, September 6th from 9am to 12:30pm. There will be a run club at 9am, pilates at 9am, and Battista Bootcamp Workout at 10am followed by an after party! The after party will feature cold plunges, live music, and multiple pop ups of wellness vendors. It is the perfect chance to check out Park City and indulge in self care. Get tickets here!

Southie Sunday at The Playwright

The Playwright is the perfect place to watch the Pats game and spend your Sunday! Their fall drink menu is awesome, featuring fall flavors. The Proper Friends is a fall inspired mule and of course there is a Pumpkin Espresso Martini. DJ will be playing during commercials!  Secure your spot now!

Dennis Taylor followed by the Pats Game at The Seapoint

The one and only Dennis Taylor will be headlining at Seapoint on Sunday, September 7th at 5pm-8. Enjoy an afternoon of disco and soul! Pats game will be on immediately after!

Lobby Muddy at Cisco

Spend Sunday, September 7th, at Cisco to celebrate Lobby Muddy Fest. The festivities start at 12pm! The day will be filled with mudslides, lobster rolls, raffles, and live music! The day will benefit mental health awareness and Newport Mental Health. The tickets include a skip the line pass, mudslide, and raffle ticket. You can also add on a lobster roll and yoga session at 11am. Get more info and tickets here!

Sunday Sweat at Loco Lounge

Sunday Sweat is taking over The Loco Lounge for a group sculpt class on Sunday, June 1st at 10am. Studio78 instructor, Madelyn Foley, will be leading the 45 minute sculpt class, which is a great full body workout! The tickets are $30 and include the class, a mimosa, and complimentary patatas bravas! Get your tickets here! Don’t forget to bring your own mat!

Park City Punchout Circuit with Peter Welch’s Gym

Peter Welch’s Gym is taking over Park City on Sunday, September 7th at 10:30am. Get ready to test your skills in a series of conditioning circuits including jump roping, plyometrics, dumbbell complexes, heavy bag punchouts, and more! Whether you’re a seasoned athlete or just looking for a good time, this event is perfect for everyone! Don’t miss out, get your tickets now!

Lawn on D Fun

Celebrate the coming of fall at the Lawn on D with refreshing drinks, tasty eats, and live music: DJ Rey Realwavey on Friday, Not Bad Pretty Good on Saturday, and The Mockingbirds on Sunday! See below for details. Plus, pickleball is always free, with reservation slots open and equipment available to borrow at no cost.

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!

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 vs. Diamondbacks – Friday, September 5th at 9:40pm, Saturday, September 6th at 8:10pm, Sunday, September 7th at 4:10pm

Patriots vs. Raiders –Sunday, September 7th at 1:00pm.

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

Check out our New to the Neighborhood Guide

Welcome to the Neighborhood! 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! Check back as this guide will be updated!

 

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