The Webster O'Brien 5k is May 13th!

Planning a couch to 5k? Or want an opportunity to run with your family? Or is walking your thing? Join us for the Webster O'Brien 5k May 13th!
We are beginning our 60th anniversary celebrations and we are looking ahead to several exciting events this spring including the return of the Webster O'Brien 5K Race on May 13th. Webster O'Brien was a beloved member of our community. He is the father of two CMS alums, husband of a former CMS teacher, and served as chairman of the board for four years. Webster believed strongly in Montessori education and our school would not be what it is today without his leadership and guiding hand. He was also instrumental in developing the athletics program, and the Webster O'Brien 5k was started as a way to honor Webster and build on his legacy. Proceeds from the 5k will go toward the Webster O'Brien Travel Scholarship Fund. A travel stipend will be given annually to a CMS alum that has graduated from our middle school program.

You can register for the 5k via Racewire:

Graduates of Cambridge Montessori School's Middle School Program are eligible to apply for the Webster O'Brien Travel Scholarship. Essay application is available here:

Interested in volunteering? We are looking for volunteers who are interested in getting involved with the planning or day of activities for this event. Please email to let us know how you want to get involved!
Located in the heart of Cambridge, MA, CMS is a private school serving children eighteen months through grade 8 in four distinct programs: Toddler, Primary, Elementary and Middle School. CMS educates the whole child, applying the Montessori philosophy in a joyful learning environment.

2022 Boston Parent Family Favorite Winner