Swifties, comedy fans, cyclists, and art lovers, this is an amazing week for you in Portland, Maine. Starting today, get ready for Taylor Swift The Eras Tour Drag Version at Batson River Brewing and Distilling on Hanover Street. Doors open at 11 AM and the show kicks off at noon. Watch drag queens light up the stage with performances from every Taylor era, dress up in your favorite Swift look, play games, and even get a chance to perform during the acoustic set. Hosted by Glitteress and featuring Tiffany Vogue, Gia Giselle, Die Anna, and Barbra, Please, this is an all-ages event. Bring your besties or come solo and make new Swiftie friends. Don’t forget your friendship bracelets.
For cycling enthusiasts, the annual Maine Lighthouse Ride rolls out from South Portland bright and early today. Choose routes from 25 up to 100 miles, all promising jaw-dropping views of Maine’s stunning coastline, plus well-stocked rest stops and post-ride food and beer. You’ll be riding for a cause—the Eastern Trail Alliance, the region’s top multi-use greenway.
If laughter is your thing, Empire Comedy Club on Congress Street has the electric Luis J. Gomez performing at 7 PM tonight. Known from Comedy Central, “Last Comic Standing,” and the Joe Rogan Experience, Luis brings his powerhouse set to Portland. Just remember, it’s a 21+ event and there’s a two-item minimum in the showroom.
Art lovers can dive into cultural events all weekend. There’s Tales of Bells and Drums, a celebration of dance and percussion that tells powerful stories through movement and rhythm at Merrill Auditorium. Kids and families can join Maine Public’s Paint and Sip Night on Sunday at Rising Tide Brewing Company. This $45 ticket includes art supplies and a drink, plus you get to take home your own masterpiece.
September in Portland also means catching the wonder of the Chapman Swift Watch, where over 16,000 Vaux swifts put on a breathtaking sunset show at Chapman Elementary’s chimney. It’s a favorite for families and photographers every year.
There’s more—classic rock at South Portland Auditorium and freshly harvested finds at the Portland Farmers’ Market. Every event promises fabulous energy, passionate performers, and that unmistakable Maine coastal charm.
Thanks for tuning in. Subscribe so you never miss Portland’s best things to do. This has been a quiet please production, for more check out quiet please dot ai.
This content was created in partnership and with the help of Artificial Intelligence AI