What to do in Portland Maine

Portland, Maine's Summer Packed with Unmissable Events, Local Flavors, and Endless Adventures


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Calling all adventure-seekers and summer lovers in Portland, Maine. This week is packed with can’t-miss events, local flavors, and classic Maine summer energy, so clear your schedule and get ready.

Thursday and Friday kick things off with PortFringe Festival’s double feature at Rising Tide Brewing and Apohadion Theatre. Catch The Fool and I Like You—two boundary-pushing one-act plays full of dark comedy, drama, and even a little horror. These shows aren’t for the faint of heart, but absolutely perfect for theater fans who love something unexpected. Rising Tide Brewery’s intimate setting means you’re close to the action and never far from a fresh draft. Tickets include both shows and are available at each venue.

Looking for live music and a place to unwind by the water? Summer Sunsets LIVE at Thompson’s Point is your spot every evening this week and through the weekend. Enjoy local bands, food trucks, cold drinks, and the best sunset in town—all free, all ages, and pet-friendly. Tonight, groove to The Middle Men and later this weekend, keep an eye out for The Crowded Table. Just bring a picnic blanket and friends for a truly Portland experience.

Saturday, July 12, is all about local tradition and summer fun. Portland’s beloved Sea Dogs baseball team will suit up as the Maine Red Snappers for a one-night-only celebration of Maine’s iconic red hot dogs. Enjoy themed promos, custom gear, and a menu starring the red snapper. It’s a delicious way to root for the home team.

If you’re in the mood for country vibes, pop over to Portland House of Music on Saturday night for Cowboys & Angels, a 2000s country dance party. DJ Reklss delivers Y2K country hits all night—think Tim McGraw, Shania Twain, and Rascal Flatts. It’s high energy, and yes, cowboy boots are encouraged.

Don’t forget about the Maine Narrow Gauge Railroad’s Sunset Express, departing Saturday night. Enjoy a scenic ride along the waterfront at golden hour, complete with a complimentary drink for every ticket. The train leaves from Thames Street at 6 and 7 PM and offers a relaxing, picture-perfect outing for families, date nights, or anyone who wants the classic Portland view of Casco Bay.

For art lovers, stroll the Old Port and pop into galleries for evening art walks, or check out local crafts and street performances. There’s always a surprise around each cobblestone corner.

No matter your vibe this week—music by the water, theater pushing the edge, classic baseball, great local brews, or dancing the night away—Portland’s summer scene has something waiting for you. Thanks for tuning in and remember to subscribe for more updates about the best things to do around Portland, Maine. This has been a Quiet Please production, for more check out quiet please dot ai.
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What to do in Portland MaineBy Quiet. Please