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Star Senior Talked About College Prospects, Growing Up in a Football Family

Vince Reno ’27, the youngest of a family of football standouts, talked about his prospects for college play and what it’s like to be the son of former Yale University head coach Tony Reno and brother of Y...


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Connecticut’s largest media chain explores how language develops the brain and global citizenship 

Cheshire Academy’s comprehensive approach to language learning took center stage in a Hearst CT Media Group 


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An alum returns as keynote speaker, a new tradition takes root, and 111 graduates carry CA’s lessons forward

Cheshire Academy held its historic 232nd annual Commencement Exercises June 6 in a festive celebration of chances taken and given and the school’s faith in each student’s burgeoning potential. Under sunny s...


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Connecticut Boarding School Leader Joins NAIS “Member Voices” to Discuss Navigating a 230-Year-Old Institution Through Uncertainty

Cheshire Academy Head of School Tom Woelper P’26 was invited to share his leadership philosophy on Member Voices, the official podcast of the National Association of Independent...


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Annual Recruiting Days highlight opportunities for student-athletes

More than 100 coaches and recruiters from top-tier colleges and universities converged this spring on Simosa Field to scout our student-athletes, one of the many opportunities Cheshire Academy creates for those hoping to play in the future. <...


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