Letter from Superintendent Dr. Midge Connolly, May 11, 2022

Dear Woodland School and WPS community,

We are very excited to begin the process of hiring a new principal for Woodland School. We will be doing a full search but given the timing it will be done on a truncated timeline with the goal being to have somebody in place before the end of the school year.

As you may know the Woodland School Principal job opening was posted over a week ago now. Click here to take a brief survey on what you are looking for in the next WS Principal. Please submit responses by Monday, May 16. In the meantime, the central office team will continue reviewing many applicants’ resumes,  and we plan to have identified ~6 potential finalists by the end of day Monday.

A hiring committee will interview finalists all day Wednesday, May 18th before narrowing down further to a few top candidates. Top candidates will then be invited to visit the schools in the  afternoons and then attend open forums on the evenings of May 26 and June 2. At the forums each finalist will discuss their candidacy with administration, parents/families, employees, and other interested community members. Forums will be held in person with live stream options.

  • Family Forum, Thursday, May 26, (5:30-6:15 and 6:15-7:00 pm) at the Woodland School Library and on Zoom
  • Family Forum, Thursday, June 2, (5:30-6:15) at the Woodland School library and on Zoom

After sufficient reference checks have been conducted and an offer has been made and accepted–most likely in early June–then we will announce the selection of the new Woodland Principal, who will officially start on July 1, 2022. In the unlikely event that we are not able to hire someone this June, then we might consider hiring a one-year interim principal, just for the next school year.

Thanks for your interest in the new Principal hiring process and the future of Woodland School. If you have questions about the hiring process, please contact Human Resource Director Mr. Tim Heavey. 


Dr. Midge Connolly, Superintendent of Schools

  • Location

    Case House
    89 Wellesley Street
    Weston, MA 02493

Dr. Marguerite (Midge) Connolly

Superintendent Connolly

Superintendent Connolly 

Dr. Marguerite Connolly has been Superintendent of the Weston Public Schools since July 2018.  She was Interim Superintendent from April 2017 until July 2018.  Prior to that, Dr. Connolly was Weston’s Director of Student Services from September 2016 until April 2017.  Before coming to Weston, Dr. Connolly held leadership positions throughout the PK-12 continuum, in general and special education. She worked for six years in Newton, Massachusetts serving as principal at Central High School (2014-2015), vice principal at Newton North High School (2012-2015), and principal at Williams Elementary School (2009-2012). Dr. Connolly previously worked in the Boston Public Schools, the Stoughton Public Schools, and the Watertown Public Schools.

Dr. Connolly has a Doctorate of Philosophy in Curriculum and Instruction from Boston College; a Masters of Education in Planning and Public Policy from Harvard University; a Masters of Education in Severe Special Education from Boston College; and a Bachelor of Arts in Elementary & Moderate Special Needs from Boston College.