New Spots in Portland to Sip & Savor

Benny’s

This red-sauce Italian gem on Congress Street brings a taste of Philly to Portland’s arts district. Diners are greeted by retro-cool décor — think Rocky-style art and a nostalgic vibe — perfect for enjoying classics like chicken Parmesan and meatball spaghetti. Don’t skip the garlic knot pretzels or inventive cocktails like the Margherita-inspired margarita.

Wharf Street Yacht Club

Anchored in the Old Port, this nautically themed bar and eatery delivers cozy vibes with draft beers, creative cocktails, soups, salads, sandwiches, and snacks. It’s open Wednesday through Sunday from late afternoon into the evening.

Dry Dock

Making its grand return on July 26, Dry Dock reopens with expanded outdoor decks — giving guests more room to enjoy the sun and sea air. Expect a fresh menu and a comfortable setting to soak in the coastal charm.

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South – Biddeford

Apéro
This chic cocktail bar at 20 Alfred Street is run by the sibling team behind Charcutemarie. Since its December debut, Apéro has become a standout for its elegant drinks, charcuterie boards, and cozy atmosphere.

North – Brunswick

Pomelia
Tucked next to Brunswick’s train station at 18 Station Avenue, Pomelia brings Sicilian soul food with warmth and style. Since opening earlier this year, it’s earned glowing praise for its house-made pastas, focaccia-style pizzas, and indulgent charred cauliflower with fennel and golden raisins—plus must-try dessert cocktails and cannoli.

Elevenses Cafe & Bakery
Brunswick’s new hobbit-themed café has captured the town’s imagination. Since its soft opening in June, Elevenses has been delighting fans with fantasy-inspired fare like honeycomb lattes and black currant scones—served amid whimsical, Tolkien-esque décor.