15 Best Things to Do in Plymouth (CT)

Buttermilk Falls

In Litchfield County and close to the city of Bristol, Plymouth may be a minor town today but played a major role in the history of American manufacturing. What is now Plymouth was first settled in 1720 on land acquired from the Tunxis Indians. At the end of that century Eli Terry started a clockmaking …

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15 Best Things to Do in Oxford (CT)

Naugatuck State Forest

This affluent town in western New Haven County is a constellation of small settled areas cutting in from the Housatonic River and almost touching the Naugatuck River in the east. Oxford’s appeal comes from its extensive parks, where you can walk the route of a long lost railroad, discover waterfalls at the site of former …

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15 Best Things to Do in Winchester (CT)

Winchester

Winchester is a small town in the southern Berkshires, hailed for its quality of life. This has much to do with the beautiful nature all around. There are lakes, ponds, brooks, natural springs and wooded hills to discover, but Winchester’s Winsted section also has the feel of a small city. This was one of the first …

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15 Best Things to Do in Somers (CT)

Somers Historic District

This little town on the eastern ridge of the Connecticut Valley has a long farming heritage. At the Somers Historic District on main street are gorgeous 19th-century houses built by fruit and tobacco farmers. Even now there are lots of farms in the area growing pick-your-own apples and berries. The well-rated schools, safe streets and …

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15 Best Things to Do in New Canaan (CT)

Philip Johnson Glass House

An hour out of Manhattan, this town in prosperous Fairfield County has one of the highest median family incomes in the United States. New Canaan wields real artistic and architectural clout: The feted sculptor Solon Borglum settled here in the early 20th century, and the prestigious Silvermine Arts Center is a product of the colony …

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15 Best Things to Do in Griswold (CT)

Buttonwood Farm

In Southeast Connecticut, Griswold is a town speckled with lakes beside rambling hills and low mountains. Locally you can walk Connecticut’s Blue-Blazed trails, go boating on tranquil waters and lie back on state park beaches. It’s a place to look into rural business like ethical livestock farms, creameries and even an alpaca breeder. The most …

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15 Best Things to Do in Granby (CT)

Enders Falls

A town in beautiful countryside on the Massachusetts, Granby is on the sundown side of the Connecticut River Valley. Although Granby can feel far from the big city, Hartford is just over 13 miles to the south, and a comfortable drive via Route 202. There’s a rural theme when it comes to activities in Granby, …

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15 Best Things to Do in Derby (CT)

Bridge along the Derby Greenway

The city of Derby, at the confluence of the Housatonic and Naugatuck Rivers, once covered a vast area comprising the now separate towns of Ansonia, Beacon Falls, Seymour and Oxford. Nowadays at just 5.3 densely populated square miles, Derby is officially the smallest city in Connecticut. In the 19th century this was a manufacturing hotbed …

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15 Best Things to Do in Darien (CT)

Waveny Park

This affluent suburban community, one of the richest in America, is stowed between the cities of Stamford and Norwalk in posh Fairfield county. Darien is the smallest town on what is known as the Gold Coast. This sweep of shoreline has long been settled by rich Manhattan executives, and has the sort of idyllic streetscapes …

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15 Best Things to Do in Cromwell (CT)

River Highlands State Park

This southern suburb of Hartford lies on the west bank of the Connecticut River, and enjoys grand vistas of the water from spots like the cliff tops at River Highlands State Park. Cromwell is also a moment or two from the city of Middletown via the Central Connecticut Expressway, which places restaurants, shops and the …

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