Welcome to Portland, Maine, on a crisp October weekend, where the city’s vibrant spirit is on full display with a packed schedule of events perfect for every taste.

Today, Sunday, October 12, make your way to the James A Banks Sr Portland Exposition Building for New England’s Odd and Unusual Show. A pop-up wonderland for the curious, the event is a treasure trove of strange and fascinating oddities, sure to spark conversation. If you prefer the outdoors, consider joining the 2025 Walking Tour of Eastern Cemetery this afternoon, where you can dive into centuries of local history amid the turning leaves. For something more active, a citywide Scavenger Hunt starts mid-morning, and continues into the afternoon—it’s a lively way to see Portland while solving puzzles with friends. If you need a break and a bite, the Speed Dating Event at 6pm is a playful way to connect with other singles, and there’s a free webinar at noon on gentle strategies for managing children in distress—great for parents and educators interested in nurturing resilience.

On Monday, music lovers can head to Flask Lounge for Blueprint, a night of beats with Stay On Mars. For something chill, The Press Hotel’s Sunday Scaries Showings continue with a screening of “Secret Window” tonight—bring your curiosity, and maybe a friend.

Tuesday brings a dynamic music lineup. The State Theatre hosts White Reaper, a rock band hitting the stage at 7pm. If you prefer smaller venues, Portland House of Music keeps the vibe going with Keep Flying, Fake Feelings, and Adulting on Wednesday. Thursday is packed too: Maine Dead Project’s Half Dead keeps the music alive at Portland House of Music later in the evening, while those with business interests can check out the AI-Powered Workplace webinar hosted by the Portland Regional Chamber.

Things get even busier toward the weekend. On Friday, Pokey LaFarge brings rootsy Americana to the Portland House of Music, and on Saturday, Madilyn Mei’s “One Man Circus Tour” is another highlight at the same venue. For collectors, Saturday is the Northeast Sports Card Expo at the Expo Building—a paradise for those who love sports memorabilia. Oola Bowls also celebrates its grand opening that morning—a perfect spot for a healthy treat.

As Halloween approaches, the city’s programming ramps up: the American Revolution screening and panel discussion happens on October 30 at Hannaford Hall. That same night, State Theatre hosts a “Beelzebub Costume Ball” celebrating 50 years of “Bohemian Rhapsody”—complete with costumes, music, and plenty of nostalgia. And on Halloween itself, the Pumpkinhead Halloween Rave at Shipyard Brewing Company is the place to dance the night away.

Throughout the week, Portland’s indie venues—like SPACE, Aura, and Geno’s Rock Club—host regular concerts and themed parties, so keep an eye on local listings for last-minute shows.

Thank you for tuning in to discover what’s on around Portland, Maine—subscribe for weekly updates as this city’s calendar is always changing, always buzzing, and never dull.

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