Portland, Maine is buzzing with energy this week and you listeners are in for a treat if you love music, Halloween festivities, art, and a little bit of local flavor. Today, Sunday, October 26th, don’t miss Deb Talan performing at State Theatre, with doors opening at 7 pm. If you’re looking to add a classical twist to your Halloween week, Merrill Auditorium is hosting “Spooktacular 2025” at 3 pm—an event tailor made for families. There, Portland’s own Municipal Organist, James Kennerley, will play kid-friendly Halloween music on the mighty Kotzschmar Organ and kids are encouraged to come in costume for a parade across the stage, making this a fun way for families to get in the holiday spirit.

Sports fans can catch the Maine Mariners facing off against the Wheeling Nailers at the Cross Insurance Arena, puck drop at 3 pm. Nothing says fall in Portland quite like hockey. Later tonight, SUNDAZE at Flask Lounge kicks off at 9 pm with an EDM and bass DJ set that rolls on until the early morning hours.

While making your plans for the rest of the week, don’t overlook some unique experiences. The Portland Museum of Art is open all week and offers free admission on Friday evenings from 4 to 8 pm. According to Airial Travel, this museum is famous for its manageable size and stellar collection of American masters, so it’s an especially good stop if you want to keep things low key without missing out on culture.

Halloween is definitely the theme, and Portland is going all out. The Maine Public Community Calendar features a BOO-ze Cruise with the Portland Women’s+ Rugby team on Saturday, October 25th, setting sail from Casco Bay Lines with costumes, spooky cocktails, and three hours of festive revelry on the water—perfect whether you’re a witch, zombie, or just in it for the sunset views. Dog lovers: Bayside goes to the dogs all weekend with the Canine Couture “Howl-O-Ween” Parade, where dogs and owners alike take center stage in fashionable Halloween attire.

And if you’re looking to keep the excitement rolling into next weekend, Thursday, October 30th brings the “Beelzebub Costume Ball” at the State Theatre. That’s a special celebration marking 50 years since “Bohemian Rhapsody,” and according to the Portland House of Music calendar, costumes are highly encouraged. Halloween Friday features the Red Eye Flight Crew at Portland House of Music with doors at 8 pm.

Thank you for tuning in to your guide for the best events happening in Portland, Maine this week. Don’t forget to subscribe so you never miss out on what’s happening in your city. This has been a quiet please production, for more check out quiet please dot ai.

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