The village is home to the Briarcliff Manor Union Free School District, which covers 6.58 square miles (17.0 km2) of land and most of the village of Briarcliff Manor and an unincorporated portion of the town of Mount Pleasant. Parts of Briarcliff Manor not covered by the school district include Scarborough and Chilmark; these areas are part of the Ossining Union Free School District.[6] The district serves over 1,000 students and includes Todd Elementary School, Briarcliff Middle School and Briarcliff High School.[14] From Briarcliff Manor's settlement until 1918, students in grades 1–8 were taught within one school facility; from 1919 until the 1940s, students in grades 1–12 were as well.[3](p50) The district is noted for its annual high-school musicals.[108] The elementary school (opened in 1953) is named after George A. Todd, Jr.,[14] who was the village's first teacher, first superintendent of schools and taught for over 40 years.[14] The middle school became a Blue Ribbon School in 2005.[109]
Briarcliff Manor has been home to a number of schools. Long Hill School was a public school in Scarborough until 1912, with about 70 students, two classrooms, and two teachers. Dr. Holbrook's Military School was on Holbrook Road from 1866 to 1915.[110] Miss Tewksbury's School and later Mrs. Marshall's Day & Boarding School for Little Girls was at Dysart House. Miss Knox's School ran from 1905 in Pocantico Lodge, a hotel on Pleasantville Road under Briarcliff Lodge management. When it burned down in 1912, the school moved to Tarrytown and then to Cooperstown.[4](p38) Since 1954, the Knox School has been located at St. James, New York.[111] The Scarborough School was first Montessori school in the United States; it was located at the Beechwood estate from 1913 until it closed in 1978.[5](pp93, 158) Since then, The Clear View School has run a day treatment program for 83 students from nursery school age to 21 there.[112] The Macfadden School ran from 1939 to 1950 at the William Kingsland mansion in the village.[5](p125)
The village is home to the Briarcliff Manor Union Free School District, which covers 6.58 square miles (17.0 km2) of land and most of the village of Briarcliff Manor and an unincorporated portion of the town of Mount Pleasant. Parts of Briarcliff Manor not covered by the school district include Scarborough and Chilmark; these areas are part of the Ossining Union Free School District.[6] The district serves over 1,000 students and includes Todd Elementary School, Briarcliff Middle School and Briarcliff High School.[14] From Briarcliff Manor's settlement