Maine’s largest cities offer a mix of rugged coastline, creative energy, and small-town warmth: think salty sea breezes, cobblestone streets, and cafes where the lobster roll is just the beginning. It’s the kind of place where I can spend the morning on a harbor cruise and the evening at a craft brewery with live folk music.

I’m walking along the waterfront in Portland, the scent of the ocean in the air, a craft coffee in hand, and sailboats drifting past—all just steps from historic brick buildings and indie shops. Who knew Maine could feel this hip and timeless all at once?

Portland tops the list, bursting with culinary creativity, working waterfronts, and artsy energy that rivals cities twice its size. Inland, Lewiston brings a multicultural beat with its riverside mills turned galleries and cafés. Bangor mixes down-to-earth charm with literary heritage (hello, Stephen King fans) and beautiful Penobscot River views. South Portland adds coastal cool with lighthouses and beaches, while Auburn keeps things cozy with trails, parks, and classic New England charm.

The Largest City:

Savor Coastal Charm in Portland

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Savor Coastal Charm in Portland -                                    

Discover Historic Mills in Lewiston

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Discover Historic Mills in Lewiston -                                    

Enjoy Hiking in Bangor

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Enjoy Hiking in Bangor -                                    

The Fourth Largest City in Maine - South Portland

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The Fourth Largest City in Maine - South Portland -                                    

The Fifth Largest City in Maine - Auburn

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The Fifth Largest City in Maine - Auburn -                                    

In Summary...

(and if you want to revisit my photo journey)