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Things to do in Greater Portland + Casco Bay

From classic must-see sights to insider hot spots and local haunts, there are countless things to do in Greater Portland + Casco Bay. How do you decide? Start with our travel guide and get our favorite Greater Portland + Casco Bay attractions and activities—shops, museums, parks, nightclubs, coffee shops, tours, and more.

Our international team of editors and writers handpick the best things to do in Greater Portland + Casco Bay to help travelers discover authentic, local experiences. Whether a hidden boutique with handcrafted products, a popular local festival, a bakery with a cult following, or a picnic-worthy park, Travel + Leisure guides the way, providing information and inspiration. From beaches and bars to cultural attractions and up-and-coming neighborhoods, our list will help you make the most of your romantic getaway, family vacation, or trip with friends. Below find Travel + Leisure’s top picks for what to do in Greater Portland + Casco Bay.

  • Overview
  • Hotels
  • Restaurants
  • Things to do
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  • Articles
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    Angela Adams

    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 ... More
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    Brown Goldsmiths

    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. Whet... More
  • Browne Trading Co.

    Rod Browne Mitchell’s seafood store and smokehouse has occupied a brick building in downtown since 1991. His company specializes in luxury items li... More
  • Encore

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

    Straight from central casting, this busy fish store on scenic Custom House Wharf, off of Commercial Street in downtown Portland, is the stuff of an... More
  • Judy Pascal Antiques & Interiors

    Amid a cluster of other design and home-goods shops on Free Street, a short five-minute walk from the Old Port, this shabby chic boutique is chock-... More
  • K. Horton Specialty Foods

    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 an... More
  • Ken's Artisan Bakery

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

    Famous for its iconic leather-and-rubber boots and canvas boat totes, and arguably the epicenter of Freeport shopping, the L. L. Bean flagship stor... More
  • Nicky USA, Inc.

    Founded by Geoff Latham, this local food purveyor is based in the Buckman neighborhood, not far from the Burnside Bridge. The company sells sustain... More
  • Portland Farmers' Market

    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... More
  • Portland Headlight

    One of Maine’s great icons, the picturesque white-stucco, black-capped Portland Headlight marks the entrance to the namesake city’s busy harbor, an... More
  • Portland Museum of Art

    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 ... More
  • Portland Sea Dogs at Hadlock Field

    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 Co... More
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