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  • Daily Email - Friday - 10/16/2026

Daily Email - Friday - 10/16/2026

Friends, I can’t believe I get to type this: I’M RUNNING THE BOSTON MARATHON. In April. Like a real runner. Which, to be clear, I am not. I’m slow and fully expect to get a side stitch before I hit mile three. But I’m running for the Boston Public Library, a cause worth suffering 26.2 miles for. The catch? I also have to raise $12k. So please, help a girl out and donate to my fundraiser.

And since I’m asking you to do something nice for me, it’s only fair I return the favor. I’ve got $100 toward fresh sushi at Happy Rice for one lucky winner.

JUST ANNOUNCED

  • You seem pretty sad for a girl so in love. Cheer up with a chance to win exclusive Olivia Rodrigo merch + a $100 Tall Ship gift card. Then head to Eastie for The Unraveled Tour Experience pop-up.

  • Italian classics get a jazz makeover at Italian Songbook with Scanzonati: Voices of the Mediterranean. Expect original compositions and newly arranged works that highlight a range of styles and traditions. Win tickets!*

  • Cavetown brings the Running With Scissors Tour to Citizens House of Blues on October 21st with special guest Chloe Moriondo. Grab last-minute tickets or enter to win a spot on the guest list.*

  • Only in Boston do we start planning St. Paddy’s Day five months early. Dropkick Murphys just confirmed their hometown takeover March 12th-17th, so clear your calendars and prepare to get rowdy with Boston’s favorite punks.

  • More plans, right this way →

BOSTON’S SWEETEST GIG

Photo: The Sugar Connection

A good dessert gets people through the door. What happens next is where Jelissa Lamboy comes in. As the founder of The Sugar Connection, she’s carved out a corner of Boston’s food scene around the idea that sweets are better when they’re shared.

THIS WEEKEND

Photo: Boston Legacy FC

10.16 - BOSTON LEGACY FC VS RACING LOUISVILLE, FOXBORO

10.16-10.17 - BOSTON RODEO, SEAPORT

10.17 - SEAFOOD POP-UP, FENWAY

10.18 - OPEN STREETS, ROSLINDALE

10.18 - DOLLY PARTON BRUNCH, SOMERVILLE

10.17 - SYLVAN ESSO (WIN)

10.23 - QUADECA (WIN)

10.24 - DRIVEWAYS (WIN)

11.5 - PALACE

Photo: Corwin Wickersham

LOCALS ONLY

  • Taste of Allston is serving up neighborhood favorites, cold drinks in the beer garden and a full afternoon of local culture and entertainment tomorrow.

  • Eat your greens (and actually enjoy ‘em) at the Boston Veg Food Fair this weekend in Roxbury.

  • Who says you have to pick favorites? Style Exchange takes over Allston tomorrow and Boston Women’s Market sets up shop in Eastie on Sunday.

WIN STUFF

🚨 LAST CHANCE:

🔥 TRENDING:

It’s Fan Appreciation Night at Gillette! How far would you go for a photo with that inflatable swan?