
Cassie Rydingsword
Fine Arts Department Chair / Upper School Art
Cassie Rydingsword began her journey at Rumsey Hall in 2019 as the Upper School Art Teacher. She holds a B.A. in Art Education from Southern Connecticut State University and an M.S. in Special Education from Fairfield University.
At Rumsey, Ms. Rydingsword values the opportunity to engage students at all levels, from those with a casual interest in art to those passionate about pursuing it further. She thrives in Rumsey’s flexible and dynamic environment, where students are encouraged to find inspiration and gain the confidence to act on it. Seeing her students surprise themselves with talents they didn’t know they had is one of the most rewarding aspects of her teaching.
Beyond the classroom, Ms. Rydingsword is actively involved in the school community, coaching each season and collaborating with students to create, build, and install scenery for Upper School plays.
Outside of school, she enjoys exploring the natural beauty of the Litchfield Hills, frequenting local nature preserves, and discovering new restaurants. Most of all, she loves watching her two children, Evan and Leah, compete in high school athletics.
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