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Nowhere else in America has as many cute little towns as New England. Of all the states, you’ll find some of the cutest small towns in the tiny state of Connecticut! In many of these towns, you are likely to explore destinations that embody pertinent historical landmarks and local traditions happening every year.

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A mention of Essex, CT, is the only way to start a list of the cutest small towns in CT. You’ll soon realize why it was voted one of the “best small towns in America.” The small-town charm captivates all who visit to experience a historic riverside town.

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Chester

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Kent

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Mystic

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A mention of Essex, CT, is the only way to start a list of the cutest small towns in CT. You’ll soon realize why it was voted one of the “best small towns in America.” The small-town charm captivates all who visit to experience a historic riverside town.

Essex

Chester

Nestled inside the Connecticut River Valley, the town of Chester will quickly become your favorite. Whether driving into town through the lush forest region or cruising in on the Chester/Hadlyme Ferry, you’ll be blown away by its charm the moment you lay eyes on it.

Kent

Mystic

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Madison

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