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Connecticut Attractions|Small Towns

It’s Impossible Not To Love The Most Eccentric Town In Connecticut

By Taylor Ellis | Published July 17, 2017

Raise your hand if you’ve ever visited Westport, Connecticut. If you have, you know that a lot of wealth gathers here which has made it a high-end cultural center. There’s no better way to describe the combination of luxury and classic New England style than eccentric. But it’s that unique charm that keeps visitors coming back for more. Check it out:

As you can see from this 1913 postcard, Westport has long been a colorful community. Though the trolley has gone, the town has continued its shopping tradition, right down to the colorful buildings.

The town's downtown is full of restaurants and shops as far as the eye can see, wrapping around corners and over hills. Brick and stone buildings of various colors and boutiques stacked on top of one another make this town a day trip dream come true.

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Most of the old buildings remain intact, though the interior has changed. This vibrant community is beloved and is often featured as a must see New England town.

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But its most eccentric feature is the monopoly it's built on the river. You'll often see artists painting here, charmed by the red, blue, and green brick structures which house some pretty delicious dining options.

The place of ABC's hit comedy American Housewife, this beautiful town shines. It's the best of the Gold Coast!

This is one of the state’s best river towns and we just can’t get enough. If you love Westport too, tell us about it in the comments!

The runner up is definitely Putnam– the tiny town known for its love of the arts.

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