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7th Hole – 386yds
Winchester Country Club

Congratulations to the 2024 

WSF Spirit Award Winner

Filippo Frattaroli

Thank you to all of the
Tournament and Platinum WSF Golf Sponsors

WSF Annual Charity 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.

Each year, we also recognize two WHS 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.

Sachem Spirit Award

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
2017 John Fleming
2018 Kenny Tully
2019 Tom Kline
2020 Charity Golf Event Cancelled
2021 Bob Bigelow
2022 Tommy Carr

2023 Denis O'Donnell

2024 Filippo Frattaroli 

WHS Junior Speaker

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
2017 Mariah Redler & Teddy Falkenberg
2018 Grace Casey & Joe Lepore
2019 Brooke Ross & Tommy Degnan
2020 Charity Golf Event Cancelled
2021 Claire Book & Liam Doherty
2022 Tessa Geddes & Tommy Lampert

2023 Emily Collins & Ben Wilson

2024 Anya Wickramasinghe & Chris McCarthy

2024 Golf Dinner

2024 Spirit Award Winner

Filippo Frattroli

2024 WHS Junior Speakers

Anya Wickramasinghe & Chris McCarthy

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