Pen Bay Christian School was founded in 1975 as a ministry of Littlefield Memorial Baptist Church. At that time, it started with seven preschoolers and was called Littlefield Christian Nursery School. The school progressed through the years. In 1978 there were two preschool sessions with 16 children in each class.

In the fall of 1981, the first kindergarten class was formed with grades 1, 2 and 3 added in the ensuing years. In the mid 1990’s, Littlefield Memorial Baptist Church voted to construct the Henderson Memorial Wing to house the school. In November of 1996 the wing was completed and the name of the school was changed to Pen Bay Christian School.   The school has seen ebbs and flows in enrollment and at one time reached as high as 9th grade. At the present time, the school offers preschool through grade eight.