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Jennings Secondary School, situated on a small knoll between the villages of Jennings and Ebenezer was established in 1965. After the Cedar Hall Government School became too small to accommodate the number of students in the area, the government sought outside assistance to build a secondary school. This assistance was granted when the Canadian Government built the Jennings Secondary School as a gift for the people of Antigua and Barbuda.

When it opened its door in September of 1965, the school was staffed with Canadian and Antiguan Teachers. For a number of years afterwards, the Canadian Government continued its upkeep of the school and supplied the students with books and other necessary school supplies.

Jennings Secondary School ran from 9:00am to 3:00pm, but when the roll became too big, it entered into a shift system, in which the secondary section attended school from 8:00am to 12:30pm and the primary section from 1:00pm to 5:30pm.

In September of 1966, a primary school was built in the lower area of Jennings Village thus allowing the secondary section of the school to return to its original hours of all other secondary schools, 8:00am to 1:30pm - which still exists today.

The First Principal of the Jennings Secondary School was Mr. Whitfield Harris. Currently, the school is headed by Mr. Foster Roberts - taking up the mantle as of November 2009.

Today, as of 2010, the school boasts a population of over 700 students and a curriculum that offers 30 disciplines which include, Math and English, Agriculture and Integrated Science, EDPM and Information Tech, Art and Craft, Spanish and French and a few others.