Weekend Picks – August 21st
Have a great 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).
Early Voting Starts Saturday
Ready to cast your ballot? Early voting for the September 1 State Primary kicks off in Boston on Saturday, August 22, and runs through Friday, August 28. The deadline to register to vote is also Saturday, August 22. Get all the details of where to vote here.
Shop a Community Thrift Market in Charlestown on Sunday
Looking to refresh your wardrobe? Head to The Anchor in Charlestown this Sunday, August 23rd, for a community thrift market featuring 50+ closets full of clothing, accessories, and unique finds. This event is organized by the Style Exchange.
The market takes place from 12 p.m. to 3 p.m. and is the perfect opportunity to shop secondhand, support local sellers, and find some one-of-a-kind treasures. Grab a friend and stop by to see what hidden gems you can find! This event is free to attend! The Anchor is located at 1 Shipyard Park.
The 2026 Boston Triathlon Weekend
The 2026 Boston Triathlon weekend takes place on Saturday, August 21st and Sunday, August 22nd. Kids Day at the Boston Tri takes place on Saturday. Kids Day is a celebration of summer, offering games, giveaways, sports challenges, music, and plenty of beachside fun for the whole family. 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 – supertri Boston! It is a great way to spend the weekend and support local and professional athletes. Get all the details here!
There’s a Hyrox Half Simulation at Flight House Fitness on Saturday
Whether you’re preparing for HYROX Boston or just curious about HYROX, Flight House Fitness’ HYROX Half Simulation event is your chance to experience the race format in a high-energy, professionally run environment!
Compete in Open Singles, Pro Singles, Open Doubles, Pro Doubles, or Mixed Doubles and put your fitness to the test while dialing in your race strategy before October. Racing Doubles? Only ONE partner needs to register. We’ll collect your teammate’s information after registration. Sign up on the website or app!!
Stay tuned for the HYPROX Full Simulation on September 19th. Not competing? Stop by to see the action!
Or, check out Flight House Fitness at one of their ongoing weekend programs
FREE CLASS FRIDAY (Fridays, all day)
Every Friday this summer, all HYBRID, LIFT, and SCULPT classes are free for everyone.
- HYBRID: Functional strength and conditioning designed to build athletic, everyday fitness.
- LIFT: Progressive strength training focused on building muscle and improving performance.
- SCULPT: A low-impact, full-body studio workout focused on strength & endurance.
RUN CLUB (Saturdays, 8am)
Join the Flight House Run Club every Saturday for a free, community run starting and ending at Flight House. The route is approximately 3.5 miles, all paces are welcome, and it’s open to both members and non-members. Keep an eye out for special Run Club collaborations throughout the year!
SUNDAY RECOVERY (Sundays, 8am to 2pm)
Start your week feeling your best with Sunday Recovery, hosted by Apex Vitality, the official health partner of Flight House Fitness. Enjoy rotating recovery services each week at exclusive pricing. Their expert care is designed to help you recover, recharge, and perform at your best.
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!
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!
SPORTS!
Red Sox vs. Giants – Friday, August 21st at 7:10pm, Saturday, August 22nd at 7:15pm and Sunday, August 23rd at 3:15pm.
Patriots vs. Giants: Saturday, August 22nd at 7pm.
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.
5 Things You Should Know This Week – August 17th
Weekend Picks – August 14th
5 Things You Should Know This Week – August 10th