Chepstow School, Monmouthshire

Chepstow School is an English-medium school in Wales. Welsh schools are inspected by Estyn rather than Ofsted, and its latest report is published on Estyn's website.

It had 916 pupils in the 2025/26 school census.

10% of pupils are eligible for free school meals (three-year average).

Of its pupils, 4% have additional learning needs (17% in 2020/21); and 9% are from Black, Asian and minority ethnic backgrounds.

Year groups range from 51 pupils (Year 13) to 175 (Year 8).

Its delegated budget for 2026-27 works out at £6,368 per pupil, against £5,008 in 2021-22. It ended 2024-25 with a deficit of £1,131k.

Estyn's report on its March 2025 inspection summarises Chepstow School like this:

"Chepstow School strives to inspire learning ‘for all, for life’ in an inclusive and caring environment where the well-being of all pupils is a high priority. As a result, pupils feel happy and safe and proud to be a member of the school community. Pupil voice is a notable strength, and an influential factor in this sense of belonging. The school’s core values of positivity, ambition, curiosity, equity and perseverance underpin all aspects of its work."

"The social and emotional needs of all pupils, including the most vulnerable, are met well and this allows them to thrive. In many lessons, respectful and purposeful relationships between teachers and pupils, together with good quality teaching, ensure that pupils of all abilities make at least secure progress in the development of their knowledge, understanding and skills. Throughout Key Stages 3 and 4, the needs and interests of all pupils are met well. However, currently the sixth form curriculum is limited."

"The headteacher provides strong leadership and continues to steer the school through some challenging times. This has helped the school to make significant progress in addressing national priorities, most notably attendance and promoting the Welsh language. Leaders know the school well but are not always precise enough in their evaluation of the impact of teaching on pupils’ learning. Currently, the school remains in a significant financial deficit and is working closely with the local authority to address this."

Estyn made 2 recommendations: (1) Work with the local authority to ensure robust financial management; (2) Refine self-evaluation processes so that leaders focus robustly on the impact of teaching on pupils’ progress and plan precisely for improvement.

In its own words: "As Headteacher, my mission is to drive improvements in every aspect of school life, and to continue to raise standards. I want Chepstow School to be the first choice for every parent when considering the next school in their child’s education and I am excited to begin this very important role and rewarding journey with you and your family."

The nearest other state secondary schools to Chepstow School are Wyedean School and Sixth Form Centre (0.8 miles, Attainment 8 41.9); and Caldicot Comprehensive School (4.8 miles).

The nearest railway station is Chepstow Rail Station, about 600 metres away (roughly a 7-minute walk).

13 bus stops are within a five-minute walk; the closest is St Kingsmark Avenue (after), 70 metres away.