Berkshire School Alumni

10/16/2026

Head of School Pieter Mulder has announced that the 2027-28 school year will be his final one leading Berkshire. He will retire following 15 years in the role and more than two decades spent under the Mountain.

Under Pieter’s leadership, Berkshire stands as one of the country’s premier boarding schools, balancing a commitment to excellence with a deeply supportive community. We are in a position of tremendous strength and momentum, anchored by extraordinary people invested in each other and in the values that have defined our school for generations.

With nearly two years to plan for this leadership transition, Berkshire has time to both celebrate Pieter’s impact and to conduct a comprehensive and thoughtful search for our next head of school. The Board of Trustees has selected Isaacson, Miller (IM), one of the country's leading executive search firms, to guide this national search.

To read Pieter's letter to the Berkshire community and a letter from James L. Haskel, the Board of Trustees Chair, click here: https://bit.ly/4z42mC8

10/10/2026

There’s nothing quite like crisp autumn air, golden leaves, and that iconic Berkshire Mountain view. Once a part of this Mountain, always a part of it. 🍁🍂

10/09/2026

Join us to cheer on the Berkshire Crew at the Head of the Charles Regatta on Sunday, October 18! 📣🐻

Register here: https://bit.ly/4xFMVPk

10/06/2026

Bears in Washington, D.C.! 🏛️️

On Thursday, October 1, more than 30 alumni, parents, and friends gathered at the historic DACOR Bacon House in Washington, D.C., for a memorable Berkshire Reception hosted by the Washington, D.C., Regional Advisory Board. From Tom Wolf ’44C to our newest Class of 2026 graduates, the evening brought together generations of Bears to connect and celebrate the enduring spirit of Berkshire School.

Thank you to everyone who joined us and made the night so special!

10/03/2026

Check out the latest issue of the Bears’ Den for classroom spotlights, spring trimester Academic Award winners, community service highlights, an Alumni Spotlight on Keunna Dill '14, updates on the Ritt Kellogg Mountain Program, photos, upcoming events, and more from our first month back! 💚

Read the issue here: https://adobe.ly/4z5FguB

09/29/2026

As we kick off another year under the Mountain, we are filled with gratitude for our incredible community! Thanks to your generosity, and the extraordinary impact of The Match That Moves Us, made possible by a loyal alumni family, we set a record for the Annual Fund last fiscal year.

From our classrooms, labs, and studios to our fields, stages, rinks, courts, and trails, your support directly transforms the experience of each and every Bear. Whether you contributed through annual giving, gifts to endowment, capital projects, planned gifts, or through volunteer leadership: thank you for helping to build our strongest Berkshire.

The 2025–26 Annual Report is officially out. Head to your email to read the report and to celebrate our donors and volunteers.

Go Bears! 🐻

09/24/2026

Join Berkshire in Washington, D.C.! 🏛️ 🐻

Connect with fellow alumni, parents, and friends at the DACOR Bacon House on Thursday, October 1.

Register here: https://bit.ly/4h7Ltic

09/12/2026

It’s been a busy, beautiful, and meaningful first week back under the Mountain as we embark on a new school year! 🐻

This issue of The Bears' Den features highlights from the first week of school; honors the 25th anniversary of 9/11 with a special tribute to our four fallen alumni: James Crawford ’87, Peter Goodrich ’85, Ward Haynes ’84, and Kris Hughes ’90; and an Alumni Spotlight on David Paine ’75, co-founder of 9/11 Day.

You’ll also read about science teacher David Dahari’s journey across Central Asia, supported by a Storm Grant for Professional Development; the new exhibit "Strangers: Twenty Years of Unscripted Portraits" in The Warren Family Gallery; fall activities with the Ritt Kellogg Mountain Program; the latest issue of the Bulletin; upcoming events; photos; and so much more!

Read the full issue here:

See the story

09/09/2026

We are thrilled to introduce the newest faces joining us under the Mountain this year!

From what they’re most looking forward to this school year to their go-to karaoke songs, get to know our incredible new faculty in the video below.

To read more about our new faculty click here: https://bit.ly/4r5AsCM

This is "Meet Berkshire's New Faculty" by Berkshire School on Vimeo, the home for high quality videos and the people who love them.

07/01/2026

An enormous thank you to Bear Nation for a record-breaking Annual Fund year! 🐻💚 We are so incredibly grateful for the outpouring of generosity from our community.

This year, "The Match That Moves Us”––made possible by a generous and loyal alumni family––was a pivotal driver of our success by inspiring donors to stretch their impact even further.

Your contributions at every level make an immediate and lasting difference for our Bears. From all of us under the Mountain to all of you who made a gift ... thank you, and Go Bears!