Weekend Picks – August 28th

Happy Weekend, Ctown!
Boston After Dark is in Charlestown on Friday
The Boston Centers for Youth and Families, City of Boston, the YMCA, and Boston Children’s Hospital are teaming up to bring Boston After Dark to Charlestown on Friday. From 5 to 7pm, you and the kids can enjoy free food, a DJ, games, ice cream, giveaways, and activities at the Charlestown Center for Youth and Families (255 Medford Street).
USS Constitution In-Port Gun Salutes are Back in Action + She’s Underway on Friday!
“USS Constitution has resumed daily gun salutes!
Following the completion of necessary maintenance, our saluting battery is once again operational, and the ship will resume firing during morning and evening colors. Huzzah! Come observe morning colors every day from the adjacent pier at 8 a.m., or evening colors each evening at sundown. We are proud to once again carry on this longstanding naval tradition aboard “Old Ironsides.”
Plus, Old Ironsides will be underway on Friday, August 28th around 10 am from the Navy Yard to honor and celebrate the legacy, leadership, and service of U.S. Navy Chief Petty Officers.
PickleBOS End of Summer Tournament is this weekend
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.
Bonus: dbar in Dorchester is also hosting a Donna Summer Karaoke night on Friday from 10pm-2am!
Don’t miss Tradesman’s EVERYTHING $10 Menu this month
Run, don’t want to Tradesman in Hood Park… EVERYTHING on the menu is just $10 in August. Food. Drinks. Pizza. Cocktails. All month long. This special is dine-in only, so make your reservations now!!
It’s our way of saying thank you to the Charlestown community for all of your support—but everyone is welcome to join us!
Sweat & Social Sundays by Volo
Head over to Club Volo Assembly Row every Sunday for their bi-weekly 45-minute Pilates series at 9am. Kick off your morning with an energizing, all-levels flow intended to help you reset and feel your best heading into the week Whether you are a regular on the mat or trying it for the first time, this welcoming class blends movement, breath, and good energy in a laid-back environment. Stick around after class to hang out, meet new people, and enjoy the Club Volo space before heading out to enjoy your Sunday. Sign up here!
Check out Ruthie’s Juice Mini Main Street!
The cutest new kid’s play space has arrived in Charlestown, and it’s right inside the kid’s cafe at Ruthie’s Juice! Stroll down to relax with your favorite juice, smoothie, or bowl while the kids play in the pace designed to look like a mini Main Street, featuring a Monument and Junebug storefront, plus a theater stage!
Sunset Sip Club by Love Child x Cisco Brewers Seaport
Looking for a relaxing way to wrap up the weekend? Cisco Brewers Seaport x Love Child are hosting a golden-hour floral arranging class that combines seasonal blooms, a complimentary glass of wine, and plenty of summer vibes on a Sunday evening. The first event takes place on Sunday, June 7th at 5pm, after class, attendees are welcome to stick around, enjoy the reserved space, and put the finishing touches on their arrangements until 8 p.m. Get your tickets here!
Swim and splash at the BCYF Clougherty Pool
The Boston Centers for Youth and Family’s Clougherty Pool can be enjoyed by all Boston residents, who can create a free BCYF membership here! Some things to keep in mind:
- Due to capacity limits to enhance visitor safety, visitors must register for a swim time slot through our registration system. Registration will go live 24 hours before the following day’s sessions and will remain open until all spots are taken or until the session begins, whichever comes first.
- Sessions will be time-limited and visitors are asked to register for and attend one session per day. If visitors register for more than one session per day, we reserve the right to cancel their registration if there is a waitlist of individuals looking to attend.
- Visitors are asked to arrive not more than 10 minutes before the start of their session.
- Capacity guidelines limit the number of visitors per session.
- Preference will be given to Boston residents.
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 9 places to watch the game in the neighborhood!
Check back as this list may be updated. Thank you to our Caught in Charlestown readers and Neighborhood Partners for supporting our local journalism efforts!

Abbey is the face behind Caught in Charlestown. In 2023 she migrated from Southie to Charlestown and brought the spirit of the ‘Caught In’ community with her. She is a new momma, creator, real estate agent, yogi, and so much more.

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