Greater Portland + Casco Bay

Greater Portland + Casco Bay Travel Guide

Fittingly located just steps from the water’s edge on Custom House Wharf, this busy studio-cum-retail shop makes one thing: sporty, one-of-a-kind totes sewn from recycled racing sails.

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.

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.

Downtown lounge with live music and DJs

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.

Award-winning rug-maker Angela Adams may have stores all over the country, but her flagship showroom in Portland is just a few miles from the very island she grew up on, and where inspiration for her naturalistic, timeless designs first bloomed.

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.

Located on the 500-acre Smiling Hill Farm, this award-winning creamery produces more than a dozen varieties of handmade cheese. The creamery is housed in the farm’s original red barn, surrounded by rolling green hills and 50 Holstein cows.

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

On a quiet street just two blocks from L. L. Bean, in Freeport's old Masonic building, hides one of the finest jewelers in the state of Maine.

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).

Kris Horton is one of the anchor tenants in Portland’s Public Market House, a cooperative in Old Port’s Monument Square that opened back in 1988 and showcases Maine-made products.

Straight from central casting, this busy fish store on scenic Custom House Wharf, off of Commercial Street in downtown Portland, is the stuff of any seafood-lover’s dreams.