Skip To Main Content

Superintendent of Schools

Dr. Craig Winkelman started in his role as Barrington 220's Superintendent of Schools on May 1, 2023. 

He is a familiar face in Barrington 220, bringing significant experience and leadership in education. Dr. Winkleman previously worked as the district’s Deputy Superintendent, as well as the district’s Assistant Superintendent for K-12 Schools & Operations. In his roles, he oversaw key district initiatives (Transform 220, Equity 220Framework 220 and Safety 220), supervised and evaluated all principals, tracked policy updates for the Board of Education, led district leadership meetings, and worked closely with community organizations as a strategic partner. 

Dr. Winkelman began his career in education in Barrington 220 in 1997, working as a Special Education Teacher at Barrington High School. He went on to work as the Assistant Principal at Station Campus, then as a Principal in Community Consolidated District 15 for two years. In 2006 he returned to Barrington 220 as the Principal of Station Campus, a position he held until 2017. He holds an associate’s degree from Harper College, a bachelor's degree in Special Education from Illinois State University, a master's degree in Educational Administration from Northern Illinois University, and a doctorate in Educational Leadership from National Louis University. In 2020 he received the Harper College Distinguished Alumni Award. 

Dr. Winkelman resides in the Barrington area with his wife Amy, who works at BHS. Their two daughters attended Countryside Elementary, Station Campus, and BHS. Click here to learn more about Dr. Winkelman, as featured in Quintessential Barrington.

Craig qb
Photo of Craig Winkelman

 

Contact

Dr. Craig Winkelman
Superintendent of Schools 
cwinkelman@barrington220.org 

Jeanine Stark 
Executive Assistant 
jstark@barrington220.org
847.842.3537

org chart

authentically 220

Authentically 220:
Checking Out Learning in Our Schools!

Each year, Dr. Winkelman enjoys showing you the amazing things happening between all 13 of our buildings. This year's focus is on authentic learning. What exactly is that? As defined by the accompanying image, these are learning activities that are carried out in real-world contexts or have high transfer to a real-world setting that are personally/culturally relevant, student-centered, and actively engaging.

We are releasing a new episode in each month's 220 Connection district newsletter between now and May 2026! Check out each of our first four episodes below!

Check out episodes from 2025-2026!

lead your learning

2026-2027 Theme: Lead your Learning

“Lead Your Learning”, our theme for the 2026-2027 school year, reflects Barrington 220’s commitment to learner agency: empowering students to take an active role in their educational journey.

Rather than viewing learning as something that simply happens to them, students and staff are encouraged to develop voice, choice, ownership, and responsibility in how they learn, grow, and contribute.