Celebrate Eastie at ONWARD!

Something exciting is happening in Eastie! Join Project Starboard for ONWARD! on Saturday, October 24th, from 5–8pm at The Tall Ship. This waterfront celebration offers a sneak peek at The Golden Thread, a new public art trail featuring illuminated arches and stories that celebrate East Boston’s history and community. Tickets are $75, with proceeds supporting Project Starboard’s mission. Get your tickets here!

The Tall Ship Boo Bash

The Tall Ship in East Boston is hosting its 5th Annual Boo Bash on Sunday, October 25th, from 12–4pm. Bring the whole family for an afternoon of pony rides, inflatables, a petting zoo, face painting, games, and plenty of Halloween fun. Food and drink specials will also be available. The event is free and open to the public, even if advance RSVPs are sold out. Weather permitting. Get all the details here.

Join a Volo League

Whether you’re looking to join a full time league, or just drop into a game, Volo is what you need! They also have a ton of special events coming this October!

Tombstone Tour at Bennington Street Cemetery

Take a walk through Eastie’s past with the East Boston Historical Society’s 5th Annual Tombstone Tour on Saturday, October 24th. The historic Bennington Street Cemetery, normally closed to the public, will open its gates from 1–5pm for this special event. Guided tours will take place at 2pm and 4pm, offering a chance to explore the cemetery and learn about East Boston’s history. A unique way to celebrate spooky season.

Haunted Greenhouse at Eastie Farm

Get ready for some spooky family fun! Eastie Farm is hosting a free Haunted Greenhouse event on Saturday, October 24th, from 6–8pm at 6 Chelsea Terrace in East Boston! Enjoy pumpkin painting, a movie, snacks, prizes, and plenty of Halloween fun for all ages! Get the details here!

Children’s Magical Halloween Castle Walk

It’s Back! After a hiatus, the Children’s Halloween Castle Walk will take place on Saturday, October 24th and Sunday, October 25th from 12noon-4pm at Fort Independence at Castle Island. FREE ADMISSION. Storyteller. Costumes encouraged. All children must be accompanied by an adult.

The Blue Caboose

Check out the iconic blue train car on the Greenway for some delicious ice cream and coffee; serving lionheart donuts all weekend! Learn more on their Instagram. Also, their pint harvest is this weekend!

Park City Pumpkinfest

Get the costumes ready! Park City Southie is hosting its annual Pumpkinfest on Sunday, October 25th from 1–4pm with pumpkin decorating, face painting, fall treats, live music, games, and plenty of family-friendly fun. There will also be a costume parade, so costumes are definitely encouraged! Get the details and tickets here.

Live Music at Cisco Fenway

Cold beers and live music? Sounds like a good weekend! Cisco Brewing Fenway has a rotating live music lineup every weekend. See who’s playing here.

SPORTS!

Bruins vs. Sharks – Saturday, October 24th at 7pm.

Celtics vs. Knicks – Friday, October 23rd at 7pm.

MLB Playoff Schedule

Here are  7 Places to Watch in the Neighborhood! 

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!