Events in Chesterfield From 25th May – 31st May 2026

Looking for events in Chesterfield this week? You can find a mix of opportunities across the town. Professional development remains strong, with several workshops and training sessions on offer. Live music is a highlight, featuring tribute acts and original bands at venues across the area. The Pomegranate Theatre is hosting a performance that explores immigrant experiences through spoken word and movement. Check their schedule for details.

Beyond scheduled events, several pubs in the town centre host live sets for a more casual night out. For those interested in spiritual wellbeing, a psychic reading is taking place at The Little Castle on 29 May. The Midland Main Line connects Chesterfield to Sheffield and surrounding areas, with regular services running throughout the day.

Chesterfield’s location makes it accessible by car or public transport, though parking in the town centre can be tight, especially near the Market Hall on market days. If you're planning to visit a venue outside the central zone, it’s a short drive. Whatever your interest, there are options to match your schedule. See the listings below for times and venue details.