Shady Side Academy original building

Sixteen students, one teacher, and a one-room schoolhouse in 1883 — that’s Shady Side Academy’s roots.

From that history, students, faculty, and administrators have spent 140 years championing Shady Side’s commitment to learning, growth, and advancement through bold moves forward–expanding the student body, building on new land, and riding the tides of forward progress.

Shady Side’s driven faculty and enthusiastic learners thrive in spaces that foster our commitment to relational teaching, a balanced and informed worldview, and real-world learning. After two years of study and planning, Shady Side will undertake a physical transformation to introduce one campus for grades 6 to 12 to foster enhanced teaching and learning, deeper community connections, and long-term sustainability.

We welcome you to explore how the Senior School campus updates will strengthen Shady Side’s commitment to the three components of our core strategic vision: relational teaching, a balanced and informed worldview, and real-world learning.

Female elementary school student on swingFemale students in libraryMale student sitting at laptop

SSA’s willingness to make big moves at the right time has been the central thru line in our legacy as Pittsburgh’s leading school for over 140 years. When confronted with new circumstances, we have always made our move.

Shady Side Academy President

Introducing a campus for


bold leaders.



The Upper School

Adding a 49,000-square foot Middle School will enhance learning and help unify grades 6-12.


A modernized library

The recently opened Class of 1966 Memorial Hall Library is a spacious learning space for Senior School students.


New classrooms and teacher spaces

Renovations to Bayard House and Croft House will introduce indoor and outdoor learning and workspaces.


A collaborative student center

A reimagined dining hall will become a site for student connection.


A home for competition

The newly renovated Gene Deal Fields is a state-of-the-art outdoor sports complex for multiple athletic disciplines.


An additional entrance

Adding an entrance on the western side of campus will increase accessibility for a growing student body.