🎉 Boston Weekend Roundup: Sip, Stretch, Sparkle & Swift! 🎨🍂🍷
Hey Boston! October’s first weekend is bursting with energy, flavor, and fall vibes. Whether you're looking to sip rare scotch, sparkle at a fizzy fest, stretch it out with Pilates and pints, or celebrate Taylor Swift’s latest album drop, this city has something for everyone. From art walks to speed dating, here’s your ultimate guide to what’s happening this Friday through Sunday—get ready to make some memories!
Here are someAMAZINGthings to do this weekend!
🍂 Fall Fest on The Greenway 10/3
🕓 4:30 PM – 8:30 PM | 📍 Rowes Wharf Plaza Kick off the weekend with cozy autumn vibes! Enjoy food trucks, glow mini-golf, pumpkin decorating, crafts, and a live DJ. Don’t miss the Greenway Carousel and Trillium Garden for extra seasonal magic.
🍂 Fall Fest on The Greenway 10/3
🕓 4:30 PM – 8:30 PM | 📍 Rowes Wharf Plaza Kick off the weekend with cozy autumn vibes! Enjoy food trucks, glow mini-golf, pumpkin decorating, crafts, and a live DJ. Don’t miss the Greenway Carousel and Trillium Garden for extra seasonal magic.
🎨 SoWa First Friday Open Studios 10/3
🕔 5:00 PM – 9:00 PM | 📍 450 Harrison Ave Explore Boston’s creative soul! Meet artists, browse unique works, and soak in the vibrant energy of SoWa’s monthly art party. Meet artists, explore open studios, and shop one-of-a-kind pieces in this monthly celebration of local talent.
🎨 SoWa First Friday Open Studios 10/3
🕔 5:00 PM – 9:00 PM | 📍 450 Harrison Ave Explore Boston’s creative soul! Meet artists, browse unique works, and soak in the vibrant energy of SoWa’s monthly art party. Meet artists, explore open studios, and shop one-of-a-kind pieces in this monthly celebration of local talent.
🍺🇩🇪 Oktoberfest at Tall Ship 10/4
🕐 1:00 PM – 11:00 PM | 📍 Tall Ship Boston, East Boston Raise your stein and celebrate like a true Bavarian! Enjoy German beers, bratwurst, pretzels, live music, and waterfront views at this lively Oktoberfest bash.
🍺🇩🇪 Oktoberfest at Tall Ship 10/4
🕐 1:00 PM – 11:00 PM | 📍 Tall Ship Boston, East Boston Raise your stein and celebrate like a true Bavarian! Enjoy German beers, bratwurst, pretzels, live music, and waterfront views at this lively Oktoberfest bash.
💘 Speed Dating at Time Out Market 10/4
🕖 7:00 PM | 📍 401 Park Drive, Boston Looking for sparks? This speed dating event for ages 25–39 is your chance to meet someone new in a fun, relaxed setting. Men’s tickets are sold out—ladies, grab yours now!
💘 Speed Dating at Time Out Market 10/4
🕖 7:00 PM | 📍 401 Park Drive, Boston Looking for sparks? This speed dating event for ages 25–39 is your chance to meet someone new in a fun, relaxed setting. Men’s tickets are sold out—ladies, grab yours now!
🎤✨ Taylor Swift TS12 Album Premiere Party 10/4
🕗 8:00 PM – 11:00 PM | 📍 The Greatest Bar, 262 Friend St Swifties, assemble! Celebrate TS12: The Life of a Showgirl with themed cocktails, glittery outfits, friendship bracelets, and nonstop singalongs. It’s a sparkly night of pure fandom and fun.
🎤✨ Taylor Swift TS12 Album Premiere Party 10/4
🕗 8:00 PM – 11:00 PM | 📍 The Greatest Bar, 262 Friend St Swifties, assemble! Celebrate TS12: The Life of a Showgirl with themed cocktails, glittery outfits, friendship bracelets, and nonstop singalongs. It’s a sparkly night of pure fandom and fun.
🍷✨ Fall Wine & Seltzer Fizzy Fest at Time Out Market 10/4
🕐 1:00 PM – 8:00 PM | 📍 Time Out Market, 401 Park Drive Get fizzy with it! Sample seltzers, wines, mocktails, and more while grooving to DJ beats and snagging swag.
🍷✨ Fall Wine & Seltzer Fizzy Fest at Time Out Market 10/4
🕐 1:00 PM – 8:00 PM | 📍 Time Out Market, 401 Park Drive Get fizzy with it! Sample seltzers, wines, mocktails, and more while grooving to DJ beats and snagging swag.
🍺🧘 Pilates at Night Shift Brewing 10/5
🕚 11:00 AM – 1:00 PM | 📍 Night Shift Brewing, Everett Start your Sunday with a stretch and a sip! Join a Pilates class in the brewery, then toast your workout with a refreshing pint—wellness never tasted so good.
🍺🧘 Pilates at Night Shift Brewing 10/5
🕚 11:00 AM – 1:00 PM | 📍 Night Shift Brewing, Everett Start your Sunday with a stretch and a sip! Join a Pilates class in the brewery, then toast your workout with a refreshing pint—wellness never tasted so good.
🥃 Rare Scotch Whiskey Tasting at The Haven 10/5
⏰ Time TBA | 📍 The Haven, Boston Indulge in six rare single malts from The Scotch Malt Whiskey Society. Whether you're a whiskey aficionado or just curious, this guided tasting is a toast to sophistication.
🥃 Rare Scotch Whiskey Tasting at The Haven 10/5
⏰ Time TBA | 📍 The Haven, Boston Indulge in six rare single malts from The Scotch Malt Whiskey Society. Whether you're a whiskey aficionado or just curious, this guided tasting is a toast to sophistication.
And thats a wrap! From fizzy fun and fall festivities to art strolls and Oktoberfest cheers, Boston is buzzing with weekend magic. Grab your crew, mark your calendars, and dive into the city’s best events. Don’t forget to tag us in your adventures—cheers to a weekend full of sparkle, sips, and unforgettable moments! 🥂🍁💃
