City Day 2026: Young artists invited to enter Secondary Schools Portrait Competition with £300 in prizes per winner

A vibrant new live portrait competition is giving Southend’s young artists the chance to shine as part of this year's City Day celebrations.

A woman draws another woman in a live portrait art session

Southend City Day returns on Saturday, 7 March 2026, and as part of this year's celebrations, Southend-on-Sea City Council is inviting budding young artists to take part in the exciting City Day Secondary Schools Portrait Competition at The Royals Shopping Centre.

The creative contest is open to students in Years 7 to 11 from Southend schools and colleges, including children who are home-schooled. 

Prizes

There will be one lucky winner per year group on the day. They will each receive:

  • £50 Lawrence Matthews voucher
  • £250 for their school or college's art department

What to expect on the day

Five students from each year group will step up to their easels and take part in a live, one-hour portrait challenge, working in a semicircle around a sitter in front of an audience. Participants may use the provided materials or bring their own, but this is a drawing and painting competition only.

How to enter

To enter, we'll need to see your best work! Entrants must submit a portrait created within the last 12 months of any subject.

Entries must be made by schools, colleges or parents and include:

  • a clear image of the artwork
  • the student's year group
  • contact details for the designated teacher/parent

Submissions should be emailed to Simon La Roche (SimonLaRoche@southend.gov.uk) by end of day Friday, 27 February.

Entries will be judged by the Council in partnership with local artist Andy Downes. Selected young artists will be notified by Tuesday, 3 March and must bring their submitted artwork with them on the day.

Why take part?

Southend City Day celebrates the creativity, diversity and pride that make Southend extraordinary. The portrait competition is the perfect stage for young artists to shine, grow in confidence and be part of a major city-wide celebration.

Cllr Matt Dent, cabinet member for Business, Culture, Music and Tourism, said: "Southend City Day is a fantastic opportunity for young artists to get involved and showcase their creativity. The portrait competition is a great platform for them to shine, and I can't wait to see what students across the city produce. It promises to be a wonderful day of community pride and celebration."

If you're a teacher, please encourage your students to step forward, pick up their brushes, and show the city what they can create!

Find out more about City Day and how you can take part see our previous news item.

Published: 30th January 2026

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