1994The Teacher Training Course is recognized by the Commonwealth of Massachusetts Department of Education as the first site-based, alternate route toward certification.
Bruce Shaw becomes the school's fifth Director.
The woodshop is raised to protect it from repeated flooding.
1995Shady Hill celebrates its 80th birthday with a three-day celebration, including a panel presentation on progressive education, events for students, and a gala dinner. The governor of the Commonwealth declares May 12, 1995 "Shady Hill School Day";
Kenneth Reeves, the mayor of Cambridge, issued a proclamation the same day commending the school for "80 years of leadership . . . in education."
The school installs a system of hydraulic pipes and finally solves the flooding problem on campus.
1998After much deliberation and fluctuating ninth grade enrollments for several years, the school decides to no longer offer Grade IX; in June there are two graduating classes, the ninth grade and the eighth grade.
The school renovates or constructs all new classrooms for Grades VI, VII, and VIII.
1999Grade VI expands to four classes.
2000Grade VII expands to four classes. Shady Hill's library is renovated for the first time since 1974. Enrollment is at 503 students.
Dennis Bisgaard is appointed to be the school's newest Assistant Director.
2001Grade VIII expands to four classes.
2003Shady Hill's renovated library is awarded one of seven American Institute of Architects/American Library Association Library Building awards.
2004Ancient China becomes the Grade V central subject in the fall of 2004. Led by Associate Director
Dennis Bisgaard, Middle School Head
Sharon Jones Phinney, and Director of Studies
Jack McKernan, the Grade V gradeheads create the curriculum in conjunction with specialists in music, art, mathematics, library, technology and science.
2005Shady Hill celebrates its 90th birthday with a special recognition for longtime faculty members, a gala dinner, and more.
2006
Lower School head Amy Purcell Vorenberg is appointed Head of School at the Philadelphia School and leaves at the end of the school year. Amy Belastock is appointed to be the new Lower School head.
In April, Bruce Shaw announces that Assistant Director Dennis Bisgaard has been appointed head of school at Kingswood-Oxford School in West Hartford. Allison Webster is made Interim Director of Studies.2007
The school kicks off the Blueprints for Learning capital campaign.
On November 5, Shady Hill holds a "Green Day" including interactive activities centered upon respecting and helping the earth: planting bulbs in the Kindergarten and at the Riverbend Park playground in Cambridge; raking leaves; breaking ground for a new Lower School playground garden plot; writing songs and sketches about recycling and preventing global warming and more. That evening parents attend a meeting to hear about the school’s plans for environmental sustainability.
2008A new pedestrian bridge to the campus opens in time for the start of school. Together with parent volunteer coordinators, the school organizes the Greenways bus service that brings students from five communities to and from school each day.
The school begins construction of a new field house and parking garage; and arts, music, and woodshop facilities. The buildings are supported by the
Blueprints for Learning capital campaign.
2009Bruce Shaw announces that he will retire at the end of the 2009-2010 school year.
The new art studio, music, and woodshop buildings open.
The school creates a new green-space nature area adjacent to the lower school playground.
The new gym opens and Grade VIII students get a surprise tour of the facility in January.