Weekend Picks – August 15th

5 min readBy Published On: August 14th, 2025Categories: See and Do0 Comments on Weekend Picks – August 15th

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

Outdoor Sculpt at Park City

Handle Bar is hosting a day full of sculpt at Park City on Saturday, August 16th. They will be offering sculpt classes all morning starting at 9am, 10:15am, and 11:30am. The cabin will have cold plunges, assisted stretches, and IV therapy for after your workout. There will also be popups including a custom hat station, friendship bracelets, and Camp HB merch! Your ticket will include a drink so stick around and enjoy a day at Park City. Get your tickets here! Use code caughtinsouthie for $10 off!

Last Call for Dine Out Boston

Dine Out Boston is the perfect opportunity to take advantage of delicious deals at participating restaurants. This delicious dining event is coming to an end on August 16th.  Make sure to reap all the benefits.  Enjoy lunch + dinner at participating restaurants – lunch $27 | $32 | $36 and dinner $38 | $46 | $55. Excludes tax and gratuities.Bar Volpe, Castle Island Brewing/Bardo’s, Pig Beach/PKL, and Lulu Green in Southie are participating, in addition to plenty of spots in Fort Point and Seaport, including Borrachito! You can check out the full list of participating restaurants here!

The 2025 Boston Triathlon Weekend

The 2025 Boston Triathlon weekend takes place on Saturday, August 16th, and Sunday, August 17th. Kids Day at the Boston Tri takes place on Saturday. The Boston Tri Olympic and sprint distance races will be held on Sunday morning and are open to all, followed by the professional spectator event!  Get all the details here!

Parents’ Summer Friday

South Boston Mom’s Club and Petula’s are teaming up to host an awesome parents night out! Stop by on Friday, August 15th from 3 to 4:45pm. Grab a drink and meet some other awesome parents in the neighborhood. It is a great way to get involved in the community!

Sweat & Sizzle with Backyard

Join Backyard and ButcherBox for a high energy morning of movement, food and community on Saturday August 16th from 9am-1pm at Backyard – 5 Necco Street!  You can register here! 

Host your Fantasy Football Draft at Broadway Golf Club

Football season is upon us! Time to get your fantasy team ready. Broadway Gold Club is the perfect place to host your draft. You will have a set up in their lounge, a complimentary simulator bay, a draft kit, and food available from Lincoln. Email [email protected] to book your draft!

Seaport Smalls

Seaport Smalls are taking over The Paseo at 111 Harbor Way, on Saturday, August 16th from 10-11am. It is a rotating free children’s program for ages 0-8. This Saturday will feature Curious Creatures – Live Animal Education. Refreshments will be available for purchase at Blue Bottle Coffee. Get more info here!

Neighborhood First Look at Dorchester Heights

You’re invited to a special event to celebrate the opening of the newly renovated Dorchester Heights monument and Thomas Park! Stop by and celebrate on Sunday from 2pm-4pm! Get the details here! 

Art Show at Gray’s Hall

On Sunday, Grays Hall is hosting an art show featuring the work of local artist Kenji Nakayama on August 17th from 4pm-6pm.  There will be art, music, food, wine and friends!

Seaport x Black Owned Bos. Market

Seaport x Black Owned Bos. Market is back with over 50 vendors.  From gifts and apparel to packaged foods to beauty & skincare products. The market offers something for everyone.  Come support your local black-owned businesses! Takes place on Sunday, August 17th from 12pm-6pm. You can learn more here!

Spend your Friday at The Lawn on D

The Lawn on D has a full day of fun on Friday, August 15th! There will be Open Lawn with Lawn Games, Pickleball, and live music. The live music will feature DJ Rey Realwavey from 5 to 9pm. Enjoy the nice weather and spend the day at The Lawn on D! Get all the info and make your pickleball reservation here!

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!

Park City has live music every night!  Follow them on social media for the schedule!

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. Marlins – Friday, August 15th at 7:10pm, Saturday, August 16th at 4:10pm, Sunday, August 17th at 1:35pm

Patriots vs. Vikings – Saturday, August 16th at 1:00pm.

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

Summer Bucket List

Summer is in full swing and there’s no better time to explore everything our neighborhood (and our sister neighborhoods) have to offer. From sipping cocktails with a view to catching a water taxi or eating some ice cream, this list has a little something for everyone!  So slide into your flip flops, grab a friend, and let the summer fun begin right in your own backyard!  Check out our list here! 

Feast Season in the North End

Every weekend, Boston’s most iconic neighborhood transforms into a vibrant celebration of Italian culture, featuring beloved traditions such as the Feast of Saint Agrippina, Madonna Della Cava, the Fisherman’s Feast, and the grand finale—Saint Anthony’s Feast. Think parades winding through the narrow streets, live music echoing off brick buildings, and the mouthwatering scent of Italian street food in the air.  Get the details here. 

Check back as this list may be updated! 

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