Weekend Picks – August 28th

5.9 min readBy Published On: August 27th, 2026Categories: See and Do0 Comments on Weekend Picks – August 28th

Need weekend plans!?! Check out our Weekend Picks!

Seaport Summer Market

Spend your Saturday at The Summer Market! The market will be open from 11am to 6pm. There will be artisans and local stores with clothing, jewelry, skin care, home decor, pet goods, artwork, food and more! There will also be a DJ and games for people of all ages to enjoy. Get more info here!

Parents’ Day Out

South Boston Mom’s Club and Petula’s are teaming up to host an awesome parents’ early evening out! Stop by on Friday, August 28th from 3 to 5pm. Grab a drink and meet some other awesome parents in the neighborhood. It is a great way to get involved in the community! Light apps will be provided. 

Frozen Mudslides at Shy Bird

Keep the summer going with a Frozen Mudslide at Shy Bird in Southie! It’s extra chocolatey, wicked delicious, topped with a little piece of chocolate chip cookie, and only in the frozen machine through the end of summer — so get one while you can!

Stop & Shop Grand Reopening

Stop & Shop just got a major upgrade and wants to celebrate with the community. The celebration begins when doors open at 7 a.m. on Friday, August 28. The first 100 customers in line will each receive a $25 Stop & Shop gift card, and one lucky shopper will be surprised with a “golden ticket” worth a $250 gift card. There will also be free coffee, samples, Free pizza from Bardo’s, and more! Get all the details here! Don’t worry if you can’t make it Friday, there will be celebrations and giveaways all weekend long. 

Kings & Queens of The Court Volleyball Mixer

Head over to Club Volo at Assembly Row for a Singles Volleyball Speed Dating night, on Friday, August 28th at 7pm! Whether you’re a pro or a total beginner, come out to serve, rally, and meet new people. Participants are divided into lines to be randomly paired into co-ed 2v2 teams for fast-paced, five-minute rounds where you’ll rotate partners after every match to ensure you get plenty of time to both play and socialize. Enjoy 60 minutes of volleyball followed by a social hour to keep the vibes going off the court. Sign up here!

Maker’s Market at The Grove

Spend your afternoon supporting local and shopping small! There will be a curated market featuring 25+ local makers and artisans on Saturday from 12 to 4pm. From unique jewelry and handmade goods to home décor, apparel, and specialty foods—there is something for everyone! It is the perfect way to enjoy a summer day in the Seaport, so come soak up the vibrant atmosphere at The Grove and meet some talented local creators! The Grove also launched a new menu featuring Mozzarella Sticks and Fried Coconut Shrimp! Get all the details here!

Fall Cocktails at The Broadway

It might hurt to hear but fall is right around the corner!! And The Broadway is ready with their fall cocktail menu!! The star is the Pumpkin Pie Espresso Martini with a chai cold foam and a Biscoff cookie crumble!!! Make your reservations now!

Donna Summer Disco Party

The Donna Summer Disco Party is back!! City Hall Plaza will be transformed into a Disco Wonderland on Friday, August 28th from 5 to 9pm. There will be disco music, groovy decorations, and a roller rink!! The event is free and family-friendly. Don’t miss out on the chance to honor Boston’s Own Disco Legend, Donna Summer! Get all the details here. 

Sarti Spritz at Capo

It’s been a Sarti Spritz summer, and Capo has the goods! Stop by this weekend to try one or two! It is refreshing and the perfect drink to sip at any time of day! Secure your spot here!

Enjoy the views and a drink on Marcelino’s Patio

Marcelino’s Patio Season is in full swing! Head over this weekend to enjoy a delicious cocktail with an even better view! It is the perfect location for golden hour along the harbor. Make a reservation now!

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!

Summer’s Back 9 at Broadway Golf Club

Summer may be winding down, but Broadway Golf Club is just getting started! Take 25% off all golf bookings through the end of September and tee it up on one of their six indoor Trackman simulators — walk in or book a bay online.

Grab brunch at Fat Baby

Fat Baby might be known for their sushi and bao buns, but they also have an awesome brunch! They recently added The Hong Kong French Toast with creamy peanut butter, white chocolate, fresh strawberries and bananas, and strawberry miso ice cream! They also have $1 Sunday Snacks, featuring wings, loaded fries, and dumplings! Make your reservations now!

Move In Day Specials

We realize September 1st Move-In Day in Southie can be stressful — and sometimes even a little nightmarish. Between the moving trucks, traffic, parking issues, and trash everywhere, it can be a lot! Luckily, some local businesses are stepping in with special deals, food and drink, and a little bit of fun to make moving day easier.  Check out our roundup here.   Plus, don’t forget about our Guide to Moving Day too!

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 – 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. Yankees – Friday, August 28th at 7:15pm, Saturday, August 29th at 1:05pm & 7:15,  and Sunday, August 30th at 1:35pm.

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!

 

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