The Crooked Mile Cafe and Crooked Cones at Rosemont

This cozy waterfront gem on the pier serves up fresh seafood and local charm, perfect for clams, lobster rolls, and soaking in the Portland vibe.

This quirky dessert shop serves up imaginative potato donuts made with local ingredients, offering a creative spin on a classic treat.

This cozy, brick-walled gem dishes up inventive small plates and cocktails, all while letting you peek at the culinary magic happening in the open kitchen.

Nestled on Portland's waterfront, Scales offers a chic yet inviting atmosphere where you can indulge in expertly prepared seafood dishes complemented by stunning views of the bustling port.

Nestled in a transformed auto garage, Susan’s Fish and Chips dishes out heaping helpings of fried seafood and stellar lobster rolls, all in a relaxed, family-friendly vibe.

Nestled in a repurposed men's department store, Leeward serves up delightful handmade pasta and seasonal small plates in a warm, inviting space.

Hadlock Field, home to the Portland Sea Dogs, boasts a charming, intimate vibe with excellent views, friendly fans, and quirky touches like a rising lighthouse after home runs.

Otto Pizza serves up some of the most inventive thin-crust pies in Portland, where gourmet toppings mingle in a fun, casual vibe perfect for friends and families alike.

The Portland Museum of Art, Maine's oldest art museum, is a charming boutique experience across three architecturally significant buildings, featuring works by renowned artists like Monet and Wyeth.

Nestled in a charming 19th-century Victorian mansion, The Francis offers understated elegance with cozy rooms, a farm-to-table restaurant, and a relaxing spa, all just a stroll away from Portland's delights.