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First day 2026
SSA Welcomes Bulldogs Back for the 2026-2027 School Year

Shady Side Academy welcomed students across all campuses back for the first day of the 2026–2027 school year. From our youngest learners to our graduating seniors, Bulldogs returned to classrooms to begin a new year of learning and discovery. The day also marked a historic Academy milestone as Middle and Senior School students gathered for the first-ever shared 6–12 Convocation on the Upper School Campus.

Two smiling children in school uniforms stand on a sidewalk with chalk drawings, while a tree and brick building form the background.
Two smiling children in school uniforms stand in front of a sign for Shady Side Academy, with a leafy background and a cloudy sky.
Two young boys in school uniforms sit on a bench in front of a school sign, with a welcome sign to their left.
A woman sits on a bench with two children in front of a school logo, with a welcome sign to the left.
Two young boys with backpacks stand on a sidewalk with chalk drawings, in front of a brick building.
A group of young students and two adults stand under a large inflatable archway with the Shady Side Academy logo, with a building visible in the background.
Three young girls in school uniforms smile at the camera in a hallway with lockers in the background.
Three young men in suits stand on a grassy path in front of rows of empty chairs and buildings.
Four young girls in school uniforms stand in a hallway lined with wooden lockers.
Four young boys in school uniforms stand in a hallway lined with lockers.
A group of six young people in school uniforms pose on a stone patio with a building and trees in the background.
A man in a suit speaks at a podium in front of a brick building with windows, while a blurred crowd of people watches in the foreground.
A man in a suit speaks from a podium on a brick pathway lined with seated students in front of a large brick building.
A young man speaks at a podium on a red carpet in front of a brick building, while an audience sits in rows of chairs on a grassy lawn.
A group of students in uniform walk along a brick path in front of a red brick building.
A pregnant woman and a man pose with a young boy in front of a colorful %22Back to School%22 backdrop.
A bagpiper in a kilt leads a procession of students in uniform along a brick path on a grassy lawn, with a large brick building in the background.
Rows of people in formal attire sit on chairs on a grassy lawn, facing a brick pathway leading to a large, stately building with trees on either side.
A young girl speaks at a podium in front of a brick building with a crowd of students in the foreground.

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