Lighthouse in Portland, Maine (Convention and Visitors Bureau of Greater Portland)

Children on the beach at sunset in Portland, Maine (CVB Greater Portland)

Portland Head Lighthouse, Cape Elizabeth, Maine (Tony Sweet/Digital Vision/Getty)

Skyline and sailboats in the harbor, Portland, Maine (Convention and Visitors Bureau of Greater Portland)

Portland Head Lighthouse, Cape Elizabeth, Maine (Visions of America/Joe Sohm/Getty)

City view of Portland, Maine (iStockphoto)

Portland Head Light near Portland, Maine (iStockphoto)

Three tug boats near Portland, Maine (iStockphoto)

Lobster bouys in Portland, Maine (Hemera)

THANKS FOR VOTING

Share this gallery with your friends to see what they think

CLOSE

What to do in Portland

Portland may be Maine’s largest city, but it doesn’t even break the top 300 in the United States. This speaks to the quaintness of Maine’s most populated hub. But take one look inside the classic merchant houses and repurposed doors made of ship parts, and you’ll find that Portland is no slouch on culture. Stroll down Congress Street, where one chichi art gallery leads to a refined artist’s studio and then on to an offbeat café where the only thing that isn’t fresh is the compost out back. Summertime sees an influx of tourists, but autumn boosts the city’s sophisticated whimsy into overdrive. For a dose of fall, cruise the coast and climb through the mountains, where orchards are ripe for apple picking. You’ll find prime leaf-peeping where Maine’s legend started—complete with gorgeous lighthouses, roadside farmer’s markets, and a crisp New England chill.

Compare Rates to Portland

  • Portland Travel Q&A

advertisement

advertisement