Enjoy a free of charge self-guided  heritage trail & contest including visiting buildings and places of historical significance with a fun and educational heritage quiz.

Great prizes for the winners of the free prize draw quiz in both adults and children’s category!

For the little one’s – Judge the ‘Best Gingerbread Person’ Contest & receive a mini gingerbread biscuit on completion!

The deputy Mayor will judge their favourite character and window display on Tuesday 23rd September 2025 along with a special  guest!

The window display contest is sponsored by the Original Biscuit Bakers.

How to take part in the trail

Pick up a trail quiz from the Festival Information Point on the High Street from 9.30am on Sat 27th Sept.

To download the digital trail to follow on 27th September 2025, please come back before the event to click here!

2023 Children’s choice: Alfie Hewitt (Wheelchair Tennis) by St Mary’s Church Market Drayton

CHARITY SHOP WINNER

Best Dressed Gingerbread Character: Andy Murray (tennis) by Oxfam judged by Olympian Penny Healey (Archery)

2024 Winner, Deputy Mayor Category –

2024 Runner Up, Deputy Mayor Category & Winner in Children’s Choice: Kieran Reilly (BMX) by Hair by Becky Barberpole located at the Town Barbers

Headline sponsor