Resources and updates for the 2023-2024 school year are available here



suburban acres


outdoor playing fields


dorm rooms





Rental Spaces & Services for Programs & Events

Much like a small college setting, CA’s campus is a contiguous, easily navigated environment, and buildings and facilities are just a short walk from one another. As a well-equipped boarding school, it’s the perfect place for a range of experience.

Our campus is located in the heart of beautiful Cheshire, Connecticut, a safe suburban community offering small-town charm. It’s ideal for groups of 12 to 120, and offers ample facilities for all kinds of events. Plus, there is so much within walking distance — what we call our “extended campus” — so that your event participants will have easy access to the town’s many stores, coffee shops, restaurants, culture, and village life.

Youth sports camps
and clinics

Indoor camps and programs for music, cooking, test prep, and academics

Workshops, continuing education, and training for any age

Corporate retreats, meetings, and professional development

Facilities Include:






On-campus housing is available, with two of five dorms fully air-conditioned. Enjoy secure key-card access and spacious common rooms. All residences are a close walking distance to on-campus buildings, sports facilities, and fields.

The town of Cheshire, which we call our "extended campus," is just steps away - where you will find coffee shops, restaurants, and stores.


Food and beverage arrangements can be made to accommodate any size group, and can include a range of options from snacks and breaks, to three meals a day. Through the on-campus dining service Flik.

The Dining Commons has a fully equipped cafeteria-style service area, salad and deli bars, and a hot food action station. Fully air-conditioned. A/V including speaker/microphone system, projector, and large screen.

Camps, Events, Organizations & Programs We’ve Hosted

NFL – Tarik Black ’14 Youth Football Conn.

Special Olympics

Quinnipiac University


U.S. Fencing




241 Sports

Little League softball and baseball

Rotary Club Dinner

Chamber of Commerce

Our New England climate and surroundings are picturesque and comfortable, with a location that is easily accessible from two major highways – I-91 and I-84 – and is very convenient to New Haven and Hartford, with bus and train stations. Two hassle-free airports, Tweed and BDL, allow easily accessed for participants, speakers, and staff to travel in from a distance.

Several hotels are nearby for any staff, parents, or others who need or want to stay off campus. We have plenty of free on-campus parking too.

Safe and Secure

In addition to being in a safe, small town, the campus is close to local EMS and police who work closely with our school community. And hospitals are also nearby.

Money Magazine named Cheshire, Connecticut, one of the best places to live in the United States.

Hosting your program at Cheshire Academy gives you:

  • Prime location
  • A full range of indoor and outdoor facilities
  • Ancillary services – dining, laundry, custodial
  • Staff support – can be hired for PT, nursing, security, custodial,
    A/V in-house and third-party
  • Peace of mind – knowing you’re working with an experienced organization and team
  • Value – the price is right and flexible to your needs

Privacy Policy

Third Party Pixels and Cookies

When you visit our website, log in, register or open an email, cookies, ad beacons, and similar technologies may be used by our online data partners or vendors to associate these activities with information they or others have about you, including your email address. We (or service providers on our behalf) may then send communications and marketing to these email addresses. You may opt out of receiving this advertising by visiting https://app.retention.com/optout.