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  • Daily Email - Tuesday - 8/18/2026

Daily Email - Tuesday - 8/18/2026

Labor Day Weekend feels late this year, right? It’s not just me? I’ll be spending the long weekend in Chicago, which sounded great until I saw everything Boston has lined up. The FOMO is starting so I’m leaning in and rounding up all the LDW shows, parties and plans you lucky ducks don’t have to miss.

First order of business? Robyn, for free. We’re giving away tickets to see her on September 3rd so you can kick off the long weekend dancing your ass off. Win your way in.

JUST ANNOUNCED

  • Your long weekend just found its MVP: our LDW hit list with big-name acts, block parties, free festivals and all the summer fun you haven’t checked off yet.

  • When half the city clears out, you get the good stuff in half the time. Hit Boston’s best pools, rooftops and beer gardens while the lines are shorter because everyone else is sitting in Cape traffic.

  • Nothing says long weekend like a Fenway Funday. Catch the Sox take on the Angels and use our neighborhood guide to turn nine innings into a whole day out.

  • Want to ship out of Boston for the long weekend? Check out our guide to the region’s best day trips. New England makes it almost too easy to spend the day by the ocean, up in the mountains or wandering a picture-perfect town.

  • If you meant to make it to the ICA Watershed this summer, the clock’s ticking; it closes after Labor Day (did we mention it’s totally free?). Use our Jeffries Point guide to see what else is waiting across the harbor.

HOW TO SPEND LABOR DAY WEEKEND

Photo: smcc_photography

Labor Day Weekend comes around once a year, so don’t waste three perfectly good days trying to find plans. We rounded up the best parties, concerts, sales and other ways to send summer off properly.

FOR THE LONG WEEKEND

Photo: Tall Ship

9.4 - UPDATING, THE WILBUR

9.5 - PORCHFEST, BELMONT

9.6 - BACK-TO-SCHOOL SCULPT, CISCO FENWAY

9.6 - NO LABOR, ALL PLAY, ALIBI

9.7 - WHITE PARTY, TALL SHIP

LOCALS ONLY

  • Make the long weekend a little competitive: Puttshack is giving you 25% off to pick up a putter and settle the score. Loser buys drinks.

  • Spend the day dancing to wall-to-wall ’90s and ’00s club anthems with a 30+ crowd that can still party (just at a more reasonable hour).

  • Back-to-school season meets Labor Day Weekend at this pop-up packed with games, raffles and backpack giveaways.

  • The ICA is going FREE for Labor Day, but you’ll have to move fast. Tickets drop the day before and tend to disappear quickly.

WIN STUFF

🚨 LAST CHANCE:

🔥 TRENDING:

Free hot dogs tomorrow and Thursday? Race you!