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Overview

Rolling wooded hills and quaint villages are the hallmark of Connecticut's Litchfield Hills, making the northwestern corner a beloved destination for weekenders and transplants alike. A mere 100 miles from New York City, many of the immaculately maintained old homes found around village greens are actually second homes for Manhattanites eager for escape and a front yard. The surrounding countryside has had this allure for city folk for quite some time, and is a well-established region for artists of many kinds to make their homes as well as their art. Antiques shops, boutiques, and fine dining are always within a short drive, especially in ...

Rolling wooded hills and quaint villages are the hallmark of Connecticut's Litchfield Hills, making the northwestern corner a beloved destination for weekenders and transplants alike. A mere 100 miles from New York City, many of the immaculately maintained old homes found around village greens are actually second homes for Manhattanites eager for escape and a front yard. The surrounding countryside has had this allure for city folk for quite some time, and is a well-established region for artists of many kinds to make their homes as well as their art. Antiques shops, boutiques, and fine dining are always within a short drive, especially in the 18th century village of Litchfield. For those questing for fresh country air, the newly founded Upper Housatonic Valley National Heritage Area includes gorgeous hikes, fascinating historical sites, and frequent reminders that the rural way of life lives on. Roadside fields still grow the famous shade-grown tobacco, sought after for wrapping cigars.

Juliette Rogers
About the Expert

Juliette Rogers is coauthor of the guidebooks Eating New England: A Food Lovers Guide to Eating Locally, Secret Providence and Newport, and two Thomas Cook guides on France.

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Juliette Rogers for Triporati

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Facts at a Glance

Climate

  • Best Time to Visit:

    Year-round, overcrowded in mid-summer