Greater Portland + Casco Bay

Things to do in Greater Portland + Casco Bay

About 45 minutes northwest of the swinging big city of Portland is a pastoral bastion of good, pious living—the last active Shaker community in the country, albeit with eight members.

Wooden pharmacy cabinets line the walls, and the stock includes outfits used in films.

The Double-A affiliate of the Boston Red Sox, the Sea Dogs play an average of 70 home games each season at Hadlock Field, just south of the Back Cove.

You don’t have to be a history or architecture buff to appreciate the sheer monied fabulousness of this hulking Civil War brownstone on mansion-lined Danforth Street in downtown Portland.

Founded by Geoff Latham, this local food purveyor is based in the Buckman neighborhood, not far from the Burnside Bridge. The company sells sustainable, free-range game birds and animals to professional chefs, as well as the general public.

Downtown lounge with live music and DJs

One of Maine’s great icons, the picturesque white-stucco, black-capped Portland Headlight marks the entrance to the namesake city’s busy harbor, and lies just seven miles from downtown in Fort Williams Park.

A chalkboard hangs above the counter at this Portland cafe, displaying a hand-written menu of drinks, soups, sandwiches, and salads.

The Spread: The 30-odd growers and producers who gather on Saturdays in downtown Portland's Deering Oaks Park are carrying on a tradition that goes back more than two centuries (the city's first farmers' market opened in 1768).

This angular I. M. Pei–designed building in the heart of downtown Portland is not only the city’s shining cultural institution; it also houses the state’s oldest museum (and with 17,000 objects in its collection, the largest).

It’s only fitting that on Portland’s culinary alley—Middle Street—a fine bookstore with every imaginable title on food, wine, and culinary academia should sprout.

Internationally acclaimed master woodworker Thomas Moser—known for his exquisite Shaker, Colonial, and Arts and Crafts–style furniture made from American hardwoods—could open a store anywhere, but the longtime Maine resident chose Freeport’s main street for his flagship showroom.

You’d think in a state with dairy farms aplenty that fine cheese mongers would be everywhere.

Famous for its iconic leather-and-rubber boots and canvas boat totes, and arguably the epicenter of Freeport shopping, the L. L. Bean flagship store, along with its ample parking lots, dominates a central stretch of Main Street—and customers buzz in and out by the thousands daily.

Opposite Portland’s ferry terminal in a historic brick warehouse, Alison Pray and Matt James make the best baked goods around, and there’s almost always a line for their famous breads—country boules, focaccias, anadama, cinnamon raisin, pain de mie, baguettes.