Hotchkiss Sailing began in 1931. A long tradition for sure, but one that is continually evolving, growing stronger and fostering team. Our motto is "Remember Why You Love this Sport." We sail fast and we sail fair.

Sailing is a self-governing and self-disciplined sport. While we are not afraid to protest we do not use the protest as an offensive weapon. We sail within the rules but know them very well.

Sailing at Hotchkiss is a spring sport. We begin our season in Florida for a weeklong clinic organized and coordinated by the coaching staff. We use the days to practice boat speed and boat handling and the evenings to bond as a team and to learn tactics and rules. When we arrive on campus after our spring break we hope Lake Wononscopomuc is ice-free. We begin our lake practices the day after (or the day of) ice out. Needless-to-say, drysuits and several layers of warm clothes are necessary and required.

We practice four-days a week and compete on the weekends. Practices are designed to isolate a specific skill (mark rounding, mark trap, pass back, etc.) for each ability level or to race as a fifteen-boat fleet. We usually have 28-30 sailors on the team with 8 on the varsity team, 10-12 on the JV team and 8-10 on the instructional squad Our weekend regattas are either home or away with some of our competitions several hours away. We usually sail three or four other teams each weekend day in a best of three or five team race format. High school team racing is three vs. three.

We often have graduate sailors join us in Florida or for a day or two on the water. It is gratifying to see the interaction between an All-American college sailor and a young sailor on The Hotchkiss team! The greatest benefit the team members enjoy, as part of the sailing team is that of camaraderie. Team members, having the opportunity to travel, learn, and sail together as part of team racing competition, not only develop advanced sailing techniques but also form several close friendships. The advantages of training as a team are that skills are shared and the learning curve is accelerated among all team members.

-- Tom Peabody, Head Coach, Varsity Sailing


Hotchkiss has been consistently in the top four schools in New England and has enjoyed successful national results.  In the past eight years we have five New England titles including the Girls’ Championship in 2018 and the Single-Handed Championship in 2019.  We finished first in the 2017 Connecticut State Championship and have won the CT League Championship in 2017 and 2018. 


The lake is a great place to sail with good breezes that shift continually, challenging even the best skippers. The lake teaches sailors to see and anticipate the breeze but above all it demands patience. Skill levels are refined at Hotchkiss and sailors find that their summer regatta experiences are even stronger after only one season on our lake. In addition to the fleet of 15 420’s we have six collegiate FJ’s. Our boathouse includes two locker rooms, showers and an equipment room and is a short walk from the dorms and classrooms. We have a staff of four coaches and three powerboats so our practices are not only efficient but also safe. For the 2017 season we have sets of new sails for our 420’s.

Coaching Staff


Head Coach Tom Peabody
Phone: 860-435-3180
Send email

Coach Peabody grew up sailing Optimists and 420s in Downeast Maine. He attended Bowdoin College, where he was a captain of the varsity sailing team and helped lead the team to its first ever berth at Nationals. Coach Peabody has served as assistant sailing coach at Bowdoin, as well as Head 420 coach at Kolledgwidgwok Yacht Club and Nantucket Yacht Club. 


Assistant Coach Richard Davis
Phone: 860-435-3760
Send email



Assistant Coach Jim Fornshell
Phone: 860-435-3647
Send email



Assistant Coach Kristy Glasheen
Phone: 860-435-3656
Send email


Notable Alumni

Berry Kurland '03 -- Georgetown
Caroline LaMotte '03 -- Georgetown
Alan Frith '04 -- Boston College
Hugh Cullman '04 -- Brown
Jay Mills '04 -- Hobart
Avery Brooks '06 -- Boston College
Dan Nassar '06 -- Columbia
John Moulthrop '06 -- Hobart
Alex Black '07 -- Boston University
Liz Brim '07 -- Yale
Tedd Himler '07 -- Harvard
Bitsy Whipple '08 -- Connecticut College
Cam Cullman '08 -- Yale
James Flexner '08 -- Dartmouth
Stuart McSweeney '08 -- University of Dublin
Tristan Berne '08 -- Georgetown
Delaney Osborn '09 -- William and Mary
Graham Landy '11 -- Yale
Charlotte Belling '12 -- Yale
Christina Fallon '13 -- Boston College
Jack Gerli '13 -- Georgetown
Nathan Alexander '13 -- Middlebury
Casey Klingler '14 -- Yale
Emily Ito '14 -- Brown
Ian Bateman '14 -- Dartmouth
Michael Fagundo '14 -- Columbia
Ryan Epprecht '14 -- Tufts
Jeff Morris '15 -- Queens
Russell Clarida '15 – Stanford
Sarah Barkley '15 -- Naval Academy
Christine Klingler '16 -- Yale
Kathryn Shiber '16 -- Dartmouth
Carly Berry '17 -- Boston University
George Sidamon-Eristoff '17 -- Tufts
Nick Stefanoni '17 -- USC
Thomas Whittemore '18 -- Connecticut College
Elissa Ito '19 -- MIT
Chris Lukens '19 -- Bowdoin
Meredith Moran '19 -- Cornell

All Teams

Prospective Athletes

Interested in playing for Hotchkiss? Our coaches would love to hear from you.

Athletic Admission