Cheshire Academy

Home
United States
Cheshire, CT
Cheshire Academy

Founded in 1794, Cheshire Academy is a college preparatory boarding and day school for students in grades 9-12 and postgraduate.

Cheshire Academy is a college preparatory boarding and day school for students in grades 9-12 and postgraduate, in Cheshire, Conn., just two hours from Boston and from New York City. A school of 340 students from 19 states and 31 countries, CA offers a variety of academic and extracurricular programs to meet each student's needs, strengths, and interests.

08/19/2026

🐾 NAME THE CAT UPDATE🐾

Your votes for our mascot's new moniker are in, and we are tabulating! It's a close one, Cats.

Find out LIVE at our 2026 Convocation which name will reign victorious.

We'll see you at Cheshire Academy's 2026 Convocation...

FEATURING:
🏫 Traditional Student/Faculty Procession & Ceremony
🏫 New Student Induction (new tradition alert!)
🏫 Name the Cat Announcement
🏫 Giveaways?!

DETAILS:
🗓️ Monday, Sept. 7
🕔 5 p.m. ET
🏈 Simosa Field
😺 All Community Members Welcome!

08/11/2026

What a response! Over 1,100 votes from alumni, current students, families, and friends across the Cheshire Academy community have brought us to the final round.

Cast your vote now, and join us at Convocation on September 7 to hear the winning name announced live! 🐱🗳️

👉 cheshireacademy.org/name-the-cat

08/06/2026

🐴 Save the date, Cheshire Academy family! CA On the Road is heading to Giant Valley Polo Club in Hamden for an afternoon of polo, community, and CA spirit! Join fellow alumni, parents, and friends for a fun get-together as we bring the CA network to you. 🎉

📅 Sunday, August 16, 2026
⏰ 2-5 p.m.
📍 Giant Valley Polo Club, 640 Tuttle Ave, Hamden, CT

Reconnect with old friends, meet new members of the CA community, and enjoy a beautiful day at the polo club. RSVP now — spots are limited! 👉

cheshireacademy.org/polo

08/05/2026

💙 We are counting down the days until we are back to a full campus!

08/03/2026

The bracket keeps narrowing! This week it's:
Bowdie vs. Chance

Which name deserves a spot in our CHAMPIONSHIP ROUND? Cast your vote now 👇
🔗 cheshireacademy.org/name-the-cat/

Once voting closes, we'll announce the final two names heading into the championship – with the winner revealed live at Opening Convocation on September 7!

Every vote brings us one step closer to naming our mascot... don't miss your chance to help make history!

08/01/2026

Big news for Cheshire Academy Athletics! We're thrilled to welcome four new varsity head coaches for 2026-27:

⚾ Brian Looney — Baseball (former MLB pitcher, Red Sox & Expos)
🎾 Bradley Orban — Boys' Tennis (top-100 junior, Fairfield University standout)
⚽ Chris Russo — Girls' Soccer (25+ years developing players, State Cup contender)
🥍 Kevin Warnock — Boys' Lacrosse (independent school & PLL veteran)

Each coach brings incredible playing and coaching experience at the collegiate, professional, and club levels — and we can't wait to see the impact they'll make on our student-athletes this year!

"They have a wealth of playing and coaching experience... and are committed to helping our student-athletes reach their potential." — Jim McCarthy, Director of Athletics

Read more: https://cheshireacademy.org/meet-cheshire-academys-new-varsity-head-coaches/

07/30/2026

🍌⚾️ Our On The Road x CAPFA Night at Dunkin' Park was out of the park! Our alumni, incoming families, and faculty/staff enjoyed a performance packed Banana Ball Game.

This sold-out event jumpstarts our "On The Road" series for this upcoming year. We hope you will join us at an event near you!

➡️ Where should we head to next?

07/29/2026

: Tell us your best game-day memory, whether you played, cheered, or just showed up for the friends. Think back to game day... the rivalry, the nerves, the chaos in the stands. 🏈🏐🏀⬇️

07/28/2026

The Semifinals are here for our Name the Cat tournament! Now is the time to make your choice.

Chester vs. Roxy – who will go on to the finals?

🗳️ VOTE NOW: https://cheshireacademy.org/name-the-cat/

07/20/2026

Voting for Round Two of Name The Cat is officially open!
Congrats to Chester and Roxy for taking Week 1. This week you're choosing between:
🥊 Bowdie or Gideon
🥊 Chance or Sheriff
Cast your vote here: https://cheshireacademy.org/name-the-cat/

Students, families, faculty, staff, and alumni all have a say in this March Madness-style bracket. The final name will be revealed live at Opening Convocation on September 7, 2026–make sure your voice is part of history!

Address

10 Main Street
Cheshire, CT
06410

Telephone

+12034397240

Website

http://www.cheshireacademy.org/

Alerts

Be the first to know and let us send you an email when Cheshire Academy posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Want your school to be the top-listed School/college in Cheshire?