Looking for a better way to take your game to the next level?

We've got it.

The Winchendon School alumni play at top NCAA programs. Our coaching and athletic conditioning programs combine with our innovative and highly personalized academic program ensuring that our students are prepared to thrive at their colleges and universities. Our academics contain standard to college-level classes with immersion in job career development through Linkedin and iJOB opportunities for Juniors. The Learning Strategies program allows students who need extra help organizing their goals, forming better study habits, and offering one-on-one class schedule planning.

How Do We Help You Get There?

We expand the season to simulate the college athletic experience. Our 16U/19U girls hockey programs begin the season in August, our baseball and lacrosse program heads to Florida over Spring break to play against top-notch teams, and on campus, our professional strength and conditioning coach works year-round to customize a program specific to each student and their sport. Whether you play volleyball, hockey, baseball, softball, basketball, soccer, or lacrosse, you will be set up with a lifting program as well as advice on nutrition that ensures success in your sport and recovery process.

Kenny Green

Boys Power 5 Basketball Head Coach

Coach Kenny Green has had immense experience in the game of basketball at a high level as a former player and now coach. His time at URI from 1985-1990, was notable for his responsibility of a Sweet Sixteen presence and quite a record-breaker. His professional appearance in Italy and the NBA Summer League showcase his worldly knowledge of coaching and basketball styles of the game. Although still in his first year, Green's presence has already set him apart from other coaches as his Power 5 Boys team is in the playoffs. With a retired number and an inductee in the URI Hall of Fame, his knowledge and coaching are an asset to The Winchendon School's Boys Basketball Program.

Jeff Pellegrini

Director of Hockey

Jeff Pellegrini has racked up vast hockey knowledge and coaching skills through his 15 years of NCAA Division l and Division lll collegiate coaching experience. His experience includes six years coaching women's hockey at Northeastern University and guiding the Huskies to the program's first-ever Hockey East Championship (2018). His guidance in developing players means he will help drive broad program development, such as recruiting and development of all players across The Winchendon School's teams. Finishing up his second year at The Winchendon School, Jeff looks to rank the girls amongst the best of the prep school programs, especially for those student-athletes who are seeking both Winchendon's style of highly personalized and fully immersive learning and the opportunity to play and be recruited at the highest levels.

Niya Johnson

Girls Varsity Basketball Head Coach

Niya Johnson’s experience as a Division I athlete made her ideal to join The Winchendon School’s Humanities Department and Athletic Department as a Head Coach for the Girls’ Varsity Basketball team. She attended The University of Massachusetts Lowell, receiving her Bachelor’s in English with a minor in marketing, before earning her Master’s in Business. In high school, Niya was recognized for over a 1,500-point basketball career, was a 2016 McDonald’s All-American nominee, named First Team All-Brooklyn in junior season, and Third Team All-Brooklyn in sophomore season. Niya has already been a presence for our program in her first year, as she is a crucial element in guiding the girls and supporting them off the court in their academics.

John Toffey

Boys Varsity Baseball Head Coach

For Coach John Toffey, playing with the Tamba Bay Lightning for three years and being drafted by the Colorado Rockies has leveraged his experience. His transition to The Winchendon School as Assistant Head of School for Enrollment and the Varsity Baseball Coach holds a dangerous competition to our competitors. Toffey has recruited the most talented athletes, sending them to the most prestigious baseball programs and MLB teams, prevalent to recent commits to the New York Yankees, Virginia Tech, West Virginia, Dartmouth, UCONN, Northeastern, Vanderbilt, Clemson, UMass Amherst and many more. He has been mentioned in the New England Baseball Journal and led the program to consecutive playoff and finalist appearances, winning Championships.

Kara Santoro

Varsity Hockey Program Assistant

Kara Santoro has had experience in DII and DIII college hockey during her time at Franklin Pierce University and Nichols College. Her skills are highlighted within team management and leadership through studying Business Administration, Accounting, and Sports Management at Nichols. On the ice, she “[coaches] enthusiastically and uses the knowledge she gained from previous coaches to keep a positive and competitive family culture for her teams" (Santoro). Off the ice, she is a learning strategist who works one-on-one with students to strategize a plan that proves to be a benefit to studying habits and progress in the classroom in preparation for college and the real world.

A Hands-On Approach:

Counselors to Students

College Counseling at Winchendon ensures every student-athlete is ready to hit the ground running. Early one-on-one planning and individualized coaching with a counselor occurs before your senior year to get a handle on what is to be expected and identify the steps that will put every student to an advantage. Our on-campus mini-college fairs expose students to 250+ colleges and universities. For students applying to non-test optional schools, SAT, ACT, and TOEFL preparation is available. The Director of College Counseling, Keeley Chretien, leads a well-rounded and experienced group of counselors.