Things to do in Portland, Maine

You don’t find many cities like Portland, Maine. It’s truly a gem and not only a great place to live, but to visit as well. Its just the right size, but full of fun, sights and bites! Situated on the mouth of the Casco Bay, visitors can find lodgings in Portland with ocean views, walking distance to so much, even ferry boats to explore the islands, or just indulge in city life and some of the best restaurants in New England.

There are many things to do in Portland, Maine that only include the typical city scene checking out new boutiques, concerts, bars and restaurants, but there’s tons of outdoor experiences too.Casco Bay Ferry

Embark on Casco Bay Ferries and tour the islands of Casco Bay. Some islands also have bike rentals – like Peaks and Long Island – to tour around the island or reach a nearby beach. The ferry ride itself can also be an adventure as the Casco Bay Lines often have events or sunset cruises to enjoy. Summertime, take the ferry to Peaks Island for Reggae Fest on Sundays.

Ride your bike or walk the Back Bay loop. Here, you can also play tennis at the nearby tennis court or pick up some snacks at the Hannaford across the street for a picnic at the park. From the walkway on the I-295 bridge section, you get a great view of the Back Bay area.

Visit Cape Elizabeth for picnicking in Fort Williams park. Here, you can take a walk around the large park estate and visit the Portland Headlight as well.

Go to Munjoy Hill to climb Portland Observatory, have lunch or dinner at great local cafes, then walk along the Eastern Promenade. Nearby, you could visit the Narrow Gauge Railroad Museum which has affordable ticket rates.

See a Sea Dogs game at Hadlock Field. Players like Dustin Pedroia, Kevin Youkilis, Jacoby Ellsbury, and Kevin Millar have played at Hadlock Field, a Minor League team for the Boston Red Sox, so you’re likely to see some sluggers at the Sea Dogs

Walk the Old Port and Art District areas in Portland to shop boutiques, antique shops, comic book stores, and craft shops between Commercial and Congress Street.

Portland’s First Friday Art Walk is a must for art lovers.

Night life? Portland Maine has a thriving club scene in the Old Port along Wharf Street for those who want to dance the night away. You can also check out plays or concerts at the State Theater or Port City Music Hall.

Maine Brew Bus tours take you around the Portland breweries, a fun way to let someone else drive while you drink in the scene and local craft brews. See our Guide to Maine Breweries.

What sets Portland Maine apart from most cities like nearby Boston or Manchester  is that it still retains a small town atmosphere, quite walkable and friendly,  reminding you that you’re not in a place surrounded by strangers, but friends you haven’t met yet. You even feel a sense of safety walking the streets at night. Don’t be surprised if you happen upon a friendly conversation while dining out at one of Portland’s restaurants.

See our Maine Lodging Guide

Copyright and photography – VisitMaine.net, 2020

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