College Counseling

Our professional college counseling team is dedicated to finding the school that is the right fit for every student. While college “placement” is the term often used, college options, selection, and best match are the goals we persistently pursue.
College counselors help guide students through every facet of the college search process, including researching schools, registering and preparing for standardized tests, visiting college campuses, writing application essays, and navigating financial aid.Students meet one-on-one and in small groups with their counselors, who act as confidants and guides. 
Counselors get to know each individual student they work with, carefully understanding and even challenging their aspirations and priorities. They tailor their support and provide a wealth of information necessary to navigate the college application process.
To further prepare our students, Cheshire Academy hosts over 125 college representatives to meet with students, every fall. In the spring, a college fair is held on campus for members of the sophomore and junior classes. Juniors also meet with visiting college representatives one-on-one for mock interviews.
A workshop for seniors is held in mid-October, where students meet with faculty and college counselors as they finalize the necessary steps allowing them to submit their college applications. 
Families are encouraged to remain involved in their child’s search, and are invited to the junior College Day program and the college fair. Parents/guardians are also informed by email about important dates and events in the college admission process. 
While it can be a challenging, time-intensive and sometimes confusing experience, students and parents/guardians are assured there is a professional advisor at their side and an effective college program at Cheshire that will help guide them to what is best and appropriate for the next phase of the student’s academic career.

Madeleine Bergstrom

Director of College Counseling

203-439-7550 MORE

Laura Dempsey

Senior Associate Director of College Counseling

203-439-7294 MORE

Sarah Lasoff-Hodge

Associate Director of College Counseling; Varsity Girls' Lacrosse Assistant Coach

203-439-7552 MORE

Cindi Ruggeri

College Counseling Associate

203-439-7286 MORE