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15 Best Things To Do in Portland, Maine

Portland, Maine

If you’re craving a coastal escape brimming with history, art, and lobster, pack your bags and set your GPS for Portland, Maine. The best things to do in Portland can keep you busy for days.

Get ready to stroll through the cobblestone streets of the Old Port District, where you’ll find an eclectic mix of shops and eateries.

Morning walks along the Eastern Promenade Trail provide scenic views of Casco Bay, as does the historic Portland Observatory on a clear day.

Portland, Maine
Portland, Maine

But wait, there’s more! From the vintage charm of the Maine Narrow Gauge Railroad to the architectural elegance of the West End and Victoria Mansion, Portland is a feast for the eyes.

Art lovers will appreciate the Portland Museum of Art, while literature buffs can step back in time at the Wadsworth-Longfellow House.

Foodies, we’ve got you covered, too. Embark on a walking food tour to sample the city’s culinary delights, and don’t miss out on a traditional lobster bake. It’s Maine, after all!

And let’s not forget the lighthouses. Whether it’s the iconic Portland Head Light or the lesser-known Bug Light and Spring Point Ledge Lighthouse, these beacons offer picture-perfect backdrops.

So, whether you’re an adventurer, a history nerd, or a food and art lover, Portland, Maine, has something for you.

Let’s take a closer look at all of the fun things to do in Portland, the largest city in Maine.

Downtown Portland

1. Old Port District and Waterfront

Old Port District
Old Port District

The Old Port District in Portland, Maine, is steeped in history, offering a glimpse into the city’s storied past.

Originally a bustling seaport in the 19th century, the area was the economic engine of Portland, facilitating trade and fishing.

The district’s historic significance is evident in its well-preserved architecture, featuring red-brick facades along cobblestone streets.

However, the Old Port hasn’t always been the trendy hotspot it is today. It declined during the mid-20th century, with many of its historic buildings facing demolition.

Thankfully, revitalization efforts in the ’70s breathed new life into the district.

Today, those same buildings house clothing boutiques, art galleries, and some of Portland’s best restaurants, including Central Provisions and Fore Street Restaurant.

Old wharf

The two-block pedestrian alleyway known as Wharf Street is lined with bars, bringing young people to the Old Port on the weekends to drink and…

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