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Frequently Asked Questions

What is the Winchester Scholarship Foundation?

The Winchester Scholarship Foundation is a voluntary, non-profit, tax-exempt organization founded in 1945. The WSF is directed by an elected board of community volunteers who donate their time and effort. Our mission is to provide financial assistance to deserving Winchester public school graduates who might otherwise be unable to afford college or post-graduate studies. In the 75 years since our founding, we have awarded nearly $9 million. In 2019-20 alone, we were able to award $498,100 to 133 students.

How is WSF funded?

The Foundation is funded primarily by Winchester residents, organizations and businesses, many of whom have expressed their generosity by donating property or other assets in their wills, or by endowing a memorial or honorary scholarship in someone’s name. At present, WSF maintains a total of 50 endowed funds.

Who is eligible for a scholarship?

Applicants for scholarships need to meet the following criteria:

  1. Graduation from Winchester Public Schools (or alternatives as noted on the application form).
  2. Acceptance for further education at an accredited school or college
  3. Demonstrated financial need
  4. Demonstrated quality of character, including ambition, involvement in extracurricular activities, service to others, and good citizenship

Who chooses recipients?

Scholarship applications are reviewed in complete confidence by a Scholarship Committee composed of members of our Board of Directors. The Committee works closely with the Guidance Office of the Winchester High School. The amount of a recipient’s scholarship is determined first by the amount of unmet need and loan burden, and second by non-economic criteria such as academic performance, extracurricular activities, and community service.

Who are the current WSF members?

Officers President – Gerald B. O’Grady III Vice President – Bradford M. Otis Second Vice President – Lesley Santini Ryan Treasurer – Edward F. Lamson Assistant Treasurer – Timothy Nolan Secretary – Andrew Clavette Trustees David Donahue Alan MacDonald James R. Willing Scholarship Committee Stephanie Altavilla Laura Fitzgerald Michael Houllahan Tom Howley
Heidi Rosenfeld Publicity Committee Janet Damaske Pat Mahon Nominating Committee Cindy DeRosa Bob Trakimas Fundraising Committee Julie Condron Frank Fantasia John Mariani Juliane Pandolfo Nicky Shargel

Can I establish a permanently endowed, named scholarship in honor or in memory of an individual?

Absolutely! Establishing a named scholarship is a beautiful way to make a lasting tribute – to an individual or an organization – and we are thrilled to have 50 such funds at present. View the complete list here, or learn more about how to establish a scholarship.

How can I get involved?

Since 1945, the WSF has relied exclusively on the continuing personal and financial commitment of Winchester citizens like you, and we welcome your support and involvement! Your can learn more by visiting our Support page, connecting with any of our current board members , or contacting the Winchester High School Guidance Office (do we have a link?). Contributions can be made to: The Winchester Scholarship Foundation
Post Office Box 174
Winchester, MA 01890

Who should take responsibility to assure that the WSF is billed for each semester?

The student must visit with their student advisor or bursar at the beginning of each semester to assure that the WSF is billed for each semester. It is the student's responsibility to assure the WSF funds are used completely. Every year some unused funds are returned to the WSF Treasury.

Must awardees reapply each year that they require support?

Yes. Because individual family circumstances can change, and the amount of support you recieve from your school may fluctuate, the WSF requires that students apply each year.

Does the WSF support WHS college graduates with post-graduate finances?

Yes! The WSF has one endowed fund established to support medical graduate students exclusively, and the WSF will support graduate students in other fields with our general funds.


"Thank you and the scholarship foundation for your ongoing support through my academic progress."