About Cheshire Welcome to the Town of Cheshire, a residential community located in New Haven County with a population of 29, 187. Cheshire, originally a part of the Town of Wallingford, was settled in 1694 and incorporated as a town in May of 1780. Located in the south central section of the State of Connecticut, Cheshire is approximately 14 miles north of New Haven and 25 miles southwest of Hartford, easily accessible from Interstates 84, 91 and 691 and state routes 70, 68, and 10. The Town has a land area of 33 square miles and is bounded on the north by Southington and Wolcott, on the east by Meriden and Wallingford, on the south by Hamden, and on the west by Prospect and Waterbury. For its first 170 years, Cheshire was predominantly a rural farming community. During the past 50 years, the Town has become a residential suburban community. Despite significant industrial and commercial growth, Cheshire retains its rural characteristics with thousands of acres of open space and an active agricultural industry. In fact, Cheshire has been designated the "Bedding Plant Capital of Connecticut" by the Connecticut General Assembly because of its abundance of bedding plant growers. Cheshire is a family-oriented community that supports an excellent school system. Historic homes blend with newer tree-lined neighborhoods. Local retailers provide a variety of goods and services, with commercial and industrial businesses unobtrusively rounding out the composition of the community.
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