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  1. Cheshire is situated in the midst of several major cities of Connecticut. It lies 14 miles (23 km) north of New Haven, 25 miles (40 km) south of the capital Hartford, 30 miles (48 km) northeast of Bridgeport, and Waterbury is adjacent to Cheshire.

  2. Things to Do in Cheshire, Connecticut: See Tripadvisor's 2,669 traveler reviews and photos of Cheshire tourist attractions. Find what to do today, this weekend, or in October. We have reviews of the best places to see in Cheshire. Visit top-rated & must-see attractions.

  3. Chesire is a town in New Haven County, Connecticut. The population was 28,733 in 2020. [1] It is the center of population for the state of Connecticut. [2] In 2009, Chesire was ranked #72 in Money magazine's "100 Best Places to Live". [3] In 2011, Chesire was ranked #73 in Money ' s "100 Best Places to Live". [4]

    • Barker Character, Comic and Cartoon Museum
    • Roaring Brook Park
    • Farmington Canal Heritage Trail
    • Quinnipiac Trail
    • Cheshire Historic District
    • Cheshire Historical Society
    • Bartlem Recreation Area
    • Hubbard Park
    • Drazen Orchards
    • Sleeping Giant State Park

    Just the sort of attraction I hope to find in a small town, the Barker Character, Comic and Cartoon Museum is a mind-boggling jumble of memorabilia for all your favorite pop culture characters. The collection was begun by local businessman Herbert Barker (1929-2019) and comprises 80,000 pieces across some 15 decades. These include toys, dolls, lunc...

    Only a couple of miles from the quaint town green is one of the tallest waterfalls in Connecticut. Here Roaring Brook crashes 78 feet down a cliff in fresh deciduous woodland. I’d try to time a visit after a day or two of steady rainfall when the flow and noise are most impressive. When the area was settled by Europeans in the 17th century the clif...

    In the 1820s a group of businessmen teamed up to construct a private canal from New Haven to Farmington, now in Hartford County. Within little more than a decade, railroads had become a faster and more economical mode of transport. So by the late 1840s the New Haven and Northampton Company had laid down a line on the canal bed. This was consolidate...

    Starting in Prospect and ending in North Haven, the 24-mile Quinnipiac Trail passes through Cheshire. On this path you’ll reach some awe-inspiring natural monuments in and around the town. A Connecticut Blue-Blazed trail, the route is marked by light blue vertical blazes, generally on trees, as part of a system established back in 1929. Although mu...

    To my mind, the town is at its prettiest just south of the junction of Main Street and Academy Road. At this spot there’s a typical New England green laid out at the foot of the First Congregational Church of Cheshire (1827). This gleaming white building was designed by the Waterbury architect David Hoadley (1774-1839), and has a bold Ionic portico...

    Next door to the First Congregational Church on the pastoral green is the Hitchcock-Phillips House. This refined Georgian residence dates to 1785, and houses the Cheshire Historical Society. It was built by the merchant and prominent citizen Rufus Hitchcock and has five bays, three dormer windows (added 1925) and a wing that was constructed by Hitc...

    If you’re up for some exercise in the open air, the go-to in Cheshire is this well-equipped park just across from Cheshire High School on Route 10. Just for a brief summary, the Bartlem Recreation Area has a 90-foot baseball diamond, fields for soccer and lacrosse, a community pool, skate park, and a Kids in Motion playscape. I haven’t seen many pu...

    This astonishing park, blending landscaped areas and mountainous wilderness, was the brainchild of Meriden industrialist Walter Hubbard. He donated this 1,800-acre patch of the Hanging Hills at the turn of the 20th century. The man went to great lengths and expense to turn it into a haven for the people of his home town. The Hanging Hills are a pro...

    In the Drazen family since 1951, Drazen Orchards is on land that was first planted in the early 19th century. Over time the current farmer-in-chief Gordon Drazen replanted the farm’s orchards on a trellis support system for maximum exposure to sunshine, and adopted Integrated Pest Management to minimize the use of pesticides. Drazen Orchards has op...

    On the Quinnipiac Trail and also part of the Metacomet Ridge is a curious basalt landform to the south of Cheshire. The Sleeping Giant looks exactly how it sounds: An enormous figure lying on its back, with head, chin, chest, hips, knee and feet all protruding from the landscape. There are more than 30 miles of trails coursing through the state par...

  4. Cheshire Village is a census-designated place comprising the primary village and adjacent residential land in the town of Cheshire, New Haven County, Connecticut, United States.

  5. Cheshire, formerly known as New Cheshire Parish, is a town in New Haven County, Connecticut, United States.

  6. Sep 10, 2009 · Cheshire is the site of the State Correctional Institution founded in 1910, and is the mother-town of Prospect, Connecticut, and Burton, Ohio, Among its famous sons are Governor Samuel A. Foote; Amos Doolittle, early silversmith and engraver; landscape artist John Frederick Kensett;

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