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Our Favorite Places to Eat, Sleep, Drink & Play in Portland

Portland Paddle’s home is at the bottom of Munjoy Hill on the East End. Check out some suggestions below for our favorite places to eat, drink, stay, shop, visit, and adventure in our neighborhood and beyond.

For information on walking, biking, and public transit in the greater Portland area, check out our Getting Around page!

Take Out

Coffee / Breakfast

Get Cultured

  • Portland Museum of Art
    Our customers get a discount on admission (ask us how) at this museum that has something for everyone, including works by lots of Maine-based artists.
  • Maine Historical Society and the Wadsworth-Longfellow House
    Museum, gallery, tours, and a beautiful public garden.
  • SPACE Gallery
    SPACE Gallery is a nonprofit contemporary art space featuring visual arts, live music and performance, film, artists lectures and more.
  • First Friday Art Walk
    Portland’s Art Walk is a free self-guided tour of art galleries, art studios, museums, and alternative art venues on the first Friday of every month from 5-8pm.
  • Indigo Arts
    Studio spaces for artists residencies with communal work space for the production of artwork in all media across disciplines.
  • Maine Jewish Museum
    Through exhibits, programming, and dialogue the Museum bridges appreciation and understanding with people of all backgrounds.

Explore a Local Trail

  • Mackworth Island State Park
    A 1.5 mile hike offering views of Casco Bay and its many islands.
  • Portland Trails
    Portland’s non-profit, urban land trust that maintains 70 miles of hiking, walking, and biking trails throughout Greater Portland
  • Fort Williams/Portland Headlight
    Large green space with panoramic ocean views and historic Portland Headlight. Free Parking.
  • Sebago to the Sea Trail
  • Bug Light Park and the Greenbelt

Tours in Portland and Beyond!

Maine Brews Cruise - First Draft Tour

Join the Maine Brews Cruise team for a bus ride around the city, stopping at some of Portland’s best brewery neighborhoods!

At Your Service Tours - Ultimate Acadia & Bar Harbor

Take a private van tour of Bar Harbor, Acadia National Park, and the rest of Mount Desert Island!

Sebago Trails Paddle Co - Sunset Tour

Head west to join our friends at Sebago Trails! Paddle on a quiet backwater stream, and on one of Maine’s largest lakes, the headwaters of our own Presumpscot River!

Maine Foodie Tours - Old Port Culinary Walking Tours

Join Maine Foodie Tours for a walk around Portland’s downtown!

Maine Brews Cruise - Portland Pub Walk

Join the Maine Brews Cruise team for a walk through Portland’s iconic pub scene!