Connecticut's Western Hills

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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.
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Interests

    Architecture
    Art
    Culture
    Eco-tourism
    Fine Dining
    Museums
    Nature
    Romance

Activities

    Bicycling
    Scenic Drive
    Shopping
    Walking

Connecticut's Western Hills Weather

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Connecticut's Western Hills Facts

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Connecticut's Western Hills
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Connecticut's Western Hills Must See/Do

  1. Lake Waramaug State park - hike swim or take some sun
  2. Antiquing in Woodbury
  3. Shop for up-and-coming artisans' wares at Brookfield Craft Center
  4. Go farm-hopping in Simsbury
  5. Visit the covered bridge at Cornwall Bridge

Connecticut's Western Hills See It Next Time

  1. Nothing is overrated but shopping areas can be crowded in summer.

When to Visit Connecticut's Western Hills

Year-round, overcrowded in mid-summer

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Connecticut's Western Hills Events

  • June, Strawberry Festival, Washington
  • July, American Le Mans New England Grand Prix, Lakeville
  • September, Annual Brass City Brewfest, Waterbury
  • October, Annual Harwinton Fair
  • March, Annual Maple Sugaring Festival, Washington
  • May, Annual Greek Festival, Waterbury
  • July, Annual Cannan Railroad Days

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