4.5 min readBy Published On: October 20th, 2022Categories: See and Do0 Comments on Weekend Picks – October 22nd

U.S.S. Constitution Turnaround

Old Ironsides will make turnaround + 21 gun salute at Castle Island on Friday, October 21st around 11:15am in celebration of the USS Constitution’s 225th Anniversary of the first launch! You can learn more about a special celebration taking place on Saturday here.

Taylor Swift Album Release Party Class

MySTRYDE is hosting a special Taylor Swift Album Release Party Class on Friday at 6am with a Stryde + Core 45 and 6:55am with a Power Stryde 60 Full Body!  You can register here! 

Karaoke at Fat Baby

On Friday, we sing! Fat Baby will be hosting karaoke on Friday starting at 9pm. Plan on having some pre-performance sushi rolls + specialty cocktails!

Boozy Breakfast Frappes

Publico is shaking things up with their new Boozy Breakfast Frappes available at the Publico Café on Thursdays and Fridays and brunch on Saturday and Sundays! Enjoy delicious flavors like Peanut Butter Smoothie, Cookies N’ Cream, Coo Cook for Coco, Wake Me Up, Snickerdoodle and Fruity Pebbles!

Visit the Current

The Current in the Seaport has just launched the 10th edition of the wildly popular retail incubator! The Fall-Winter Current lineup includes handcrafted bite-sized cupcakes to jewelry + streetware. Get all the details here!

Seasonal Sips to Try

Whether it’s cranberry, pumpkin, apple or cider, here are some drinks that will have you putting on a flannel, lighting a candle and making plans the weekend! Check out our roundup! 

C Street Pop Up at Iron Works Events

Wild One is hosting a Basic B Fall Blooms + Booze Edition! Grab your finest flannels, shackets, and platform UGGs and get ready for the ultimate Blooms & Booze class! Love Child is taking this show on the road down the street to The Baby Sis, The Wild One Boston located at 12 Baxter Street, and embracing all things Fall.  You’ll make a gorgeous fall centerpiece, sip on insta worthy bevvies and enjoy the ever so fleeting Fall.   Want some lunch?  Add on a Bardos Cheese Pizza. Parking available onsite.  PUPS welcome!!! You can purchase your tickets here.

Enjoy a free trampoline class with Barre Grove on Saturday at C Street Pop Up at Iron Works at 11:30am

Roxy Grilled Cheese Food Truck will at C Street on Friday from 5pm-8pm.

On Friday there will be live music with Jonathan Suazo from 6:30pm-8pm

Welcome to the Neighborhood – Puttshack

World’s first and only upscale tech-infused mini-golf destination featuring craft cocktails, local beers, and global eats to open on October 19th! Puttshack is located at 58 Pier 4 Boulevard between the Seaport and Fort Point. You can get the full details here! 

New Fall Cocktails to Try at Loco

It’s officially fall and Loco has revealed a new seasonal cocktail line up perfect for enjoying in your favorite flannel or cozy sweater! Check them out here! 

Sweet Treats at The Broadway

The Broadway has unveiled their new fall dessert menu featuring seasonal flavors including pumpkin, apple and decadent chocolate! Check them out here! 

Fall-O-Ween Children’s Festival

Enjoy fall and Halloween themed activities on Friday, October 21st from 5pm-9pm at the Frog Pond at the Boston Common.  Adults and children are encouraged to wear Halloween costumes and participate in a wide range of fun and spooky family activities. You can learn more here. 

Saturday Morning Bootcamp with Michelle

Start off your Saturday right! Take a 45 minute Bootcamp with Motivated Fitness’ Michelle on Saturday from 7;30am-8:15am at Moakley Park!  You can sign up here! Drop-ins welcome! $25 with card. $20 with cash.

Lawn on D – Final Weekend

The Lawn on D will be in full-swing this weekend! Food, games, and live music all weekend.  Check out the schedule here! 

Plant Some Daffodils

Boston Harbor Now is hosting a Make Moakley Bloom on Saturday from 9am-11am.  This will be the last cleanup of the year and they’ll be planting flower bulbs to make Moakley bloom next spring. Refreshments will be provided!

Stroller Bootcamp for Julie’s Family Learning Program

On Sunday, October 23rd at 10:30am meet at M Street Park for a 45 minute stroller bootcamp with Kayla Mehr, appropriate for everyone (prenatal/postpartum friendly, children are welcome).  This is a FREE event to raise money for Julie’s Family Learning Program.  Post workout socializing with refreshments at PKL. Register here. 


The Bruins face the Wild on Saturday at 1pm. The Celtics play the Heat on Friday at 7:30pm and Orlando Magic on Saturday at 7pm. Not to mention the full slate of college football on Saturday. The Pats play on Monday night this week. Here are 10 Places to Watch the Game in Southie! 

Live Music Lineup

Loco has DJ Colin Tonge on Friday at 9pm on Saturday it’s DJ Mike D at 9pm

PKL kick off their live music series on Saturday 8pm-11pm with Joe Peck of Stereo Love + Alex Melcher of Legends of Summer Band.

Hunter’s has Jimmy Westfall at 5pm on Friday, on Saturday it’s Mariah Rose at 3pm on Sunday KR at 2pm and Matty Sheehan at 9pm.

Capo is featuring Young Love & the Thrills on Friday at 7pm and on Saturday at 7pm it’s The Beat Drops

Shenannigans is featuring DJ Glass Half Empty at 10pm on Friday, on Saturday at 3pm it’s Stu Sinclair and Saturday night at 10pm it’s DJ Havak

Open Houses

825 East Fourth Street, #4 – Saturday + Sunday 10:30am-12:30pm

144 West 8th, Unit 2 –  Sunday 11am-12:30pm

Check back as this list may be updated! 





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