The story of Westwood High School begins in 1882, when Baptist Minister Reverend William Menzie Webb embarked on a revolutionary mission that would forever change the educational landscape of Trelawny, Jamaica. Driven by a vision of equality and inclusion, Reverend Webb founded our institution with the groundbreaking aim of providing unsegregated education for girls – a bold and progressive stance during an era when such opportunities were virtually non-existent.
Recognizing the importance of community support and diverse perspectives, the founding leadership established a board of trustees representing different Protestant denominations. This inclusive approach not only secured broad-based support for the school but also laid the foundation for the spirit of unity and tolerance that continues to characterize our institution today. The multi-denominational board ensured that Westwood would serve students from various backgrounds while maintaining its commitment to Christian values and educational excellence.
Throughout the late 19th and early 20th centuries, Westwood High School grew in reputation and influence, becoming known for its academic rigor and distinctive traditions. Among these traditions was the wearing of the jippi-jappa, or Panama hat, which became a symbol of the school's commitment to excellence and proper deportment. This tradition, unique to Westwood, has endured through generations and remains a source of pride for students and alumni alike.
The latter half of the 20th century brought significant changes to Westwood High School. While the institution continued to thrive as a secondary school, economic and educational shifts led to the temporary closure of the sixth-form programme. However, the school's resilience and commitment to comprehensive education were demonstrated in 2014 when, after 36 years, the sixth-form programme was triumphantly reopened, once again providing students with a complete pathway to higher education.
Today, Westwood High School stands as one of only five boarding schools remaining in Jamaica, a testament to its enduring value and the unique educational experience it provides. From its humble beginnings as a school for girls in Stewart Town to its current status as a co-educational institution serving students from across the island, Westwood has remained true to Reverend Webb's original vision while adapting to meet the changing needs of Jamaican society. Our continued commitment to the motto 'Ora et Labore' – Pray and Work – reflects the balance of spiritual development and academic achievement that has defined our institution for over 140 years.