To preserve and promote the level of WHS sports programs;

To help meet the costs of the athletic programs and expenses;

To give financial support for the introduction of new sports programs; and

To make sports programs accessible to all classes and to ensure an opportunity for maximum participation.



The Winchester Sports Foundation was organized in 1989 by a group of Winchester parents and sports enthusiasts as a result of severe budget cuts to the Winchester High School’s athletic budget. That year the athletic budget faced a $60,000 deficit and the high school considered instituting a $35 per student “sports and transportation fee.” Today, appropriate funding of the high school athletic programs continues to be a significant challenge.

The Winchester Sports Foundation has contributed over $750,000 in the pursuit of these goals.

Some of our major gifts include:

  • Funding for the launch of the girls’ and boys’ volleyball teams;
  • Funding for the launch of the girls’ and boys’ ski teams;
  • A $25,000 donation towards the artificial turf field at Knowlton Field; and 
  • A $100,000 donations towards the new outdoor track facility at Manchester Field (and the purchase of all new equipment for the track team)

The Foundation raises money from an annual golf tournament, an annual campaign, and through individual and corporate donations. Our mission remains as important today as it was in 1989. We hope you will consider supporting the athletes at Winchester High School by playing in our golf tournament or becoming a donor or corporate sponsor. We are a 501(c)(3) organization and all your contributions are tax-deductible.

To view a list of our Press Releases click here.



Kirsten May

Vice President
Patrick Gill

Ann McCarthy

Katie Bosco

Board Members
Chris Centurelli
Kerry Curran
Scott Davis
Ann Hibbard
Ed Krayer
Chris O’Connell
Larry Stone
Paul Sughrue

Golf Tournament  Co-Chairs
Scott Davis
Chris O’Connell

Hall of Fame Dinner Co-Chairs
Dot Butler
Paul Manganaro

Hall of Fame Committee
Katie Brooks
Dot Butler
Paul Manganaro
Liz Kelley Boksanski
Jan Dolan
John Fleming
Joe Keating
Mark Micciche
Steve Powers
Jack Squeglia
Linda Sullivan

Ann McCarthy – Recording Secretary


Golf Tournament

In addition to being our flagship fundraising event, the WSF Annual Charity Golf Tournament is one of the most enjoyable and popular spring events in Winchester. Held in May, golfers from Winchester and beyond eagerly dust off their clubs to start the season at the Winchester Country Club Golf Course, a Donald Ross course renowned for its beauty and challenging layout.
The day of golf is followed by dinner and drinks at the Club, at which the Foundation honors a person who has made significant contributions to the youth of Winchester through athletics with our Sachem Spirit Award.

Past recipients of the Award include:

2007 Larry Tremblay
2008 Donna Gildersleeve
2009 Paul Manganaro
2010 Sherman W. “Whip” Saltmarsh
2011 Karen Branley

2012 Jack Squeglia
2013 Rich Casalinuovo, Andy Connolly, Bob Johnson & Joe Keating
2014 John Dunleavy
2015 Joe Cantillon
2016 Michael Rauseo

Recognizing Student-Athletes

Each year, we also recognize two junior student athletes, who speak about their experiences in playing sports at Winchester High School and the challenges of balancing their academic and athletic commitments.  Our past junior speakers include:

2007 Emma Spencer & Jeff Davis
2008 Caroline Martignetti & Tim Mitropoulos
2009 Emily Smith & Jay Sprague
2010 Samantha Mangano & Alex Kohn
2011 Annie DeRosa & Scott Carson

2012 Megan Miranda & Ryan Murphy
2013 Megan Belinsky & John Dooley
2014 Anna O’Brien & Davis Clarke
2015 Colleen Holland & Jacob Zuch
2016 Isabel Bush & Jack Keane

Click here to go to our tournament website, for details on the tournament, registering to play, and sponsorship opportunities.


Hall of Fame

The Winchester Sports Foundation Hall of Fame was established in 1993 to recognize past athletes from Winchester High School. The Hall of Fame Committee holds an annual dinner at the Burlington Marriott on the first Thursday of May to honor each year’s Hall of Fame Inductees.

Congratulations to our 2017 Inductees!

James Gill,  ’81: Football, Baseball
James McGeehan, ’90: Football, Basketball, Track
Arthur Carr, ‘96: Football, Wrestling, Lacrosse
Alex Racioppi, ‘96: Basketball, Lacrosse
Meredith Corkery, ’99: Soccer, Lacrosse
Douglas Miller, ‘06: Basketball

John Dunleavy : Community Service

Our first inductee was Heisman Trophy Winner Joseph Bellino. Joe was a three sport athlete standout at Winchester High who went on to great success at the U.S. Naval Academy. Since then we have inducted a wide variety of student-athletes, coaches, and members of the community.

For more information on the Hall of Fame including past inductees, click here.

Buy your ticket today!

Ticket sales are closed

Can’t make the dinner, but want to donate?

If you have any questions regarding tickets or donations, please reach out to us at website@winchestersportsfoundation.com.


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