Caldecott Medal 2006: Complete list of winners

The 2006 Caldecott Medal recognized Chris Raschka’s The Hello, Goodbye Window as the year’s most distinguished American picture book for children. Raschka’s luminous illustrations and intimate portrayal of a grandparent-grandchild relationship struck a chord with the American Library Association’s selection committee, celebrating a work that captures the quiet magic of everyday moments. The Caldecott Medal, awarded annually since 1938 to the artist of the most distinguished American picture book for children, continues to be the gold standard in children’s literature, and Raschka’s win underscores the award’s commitment to honoring books that resonate both visually and emotionally with young readers.

What makes Raschka’s win particularly noteworthy is how The Hello, Goodbye Window exemplifies the Caldecott’s appreciation for artistic innovation and storytelling restraint. Rather than relying on elaborate narratives, the book trusts in the power of illustration to convey warmth and connection—a philosophy that has long defined the award’s most memorable winners. The 2006 Caldecott Medal selection process highlighted the enduring importance of picture books as a literary form, reminding us that the simplest stories, told through exceptional artistry, often leave the deepest impressions on developing readers.

Below, you’ll find detailed information about the 2006 Caldecott Medal winner and what made this year’s recognition significant for children’s literature.

Picture Books

• The Hello, Goodbye Window by Chris Raschka