Events in Chesterfield From 18th May – 24th May 2026

Looking for events in Chesterfield this week? You’ll find a mix of opportunities to fill your days and evenings. This week’s listings include professional development courses and qualifications at Chesterfield College. As the days lengthen, live music performances are on offer, with local talent and visiting acts performing at pubs across the town centre.

Chesterfield’s moderate nightlife intensity means you can enjoy a drink or take in a performance at one of the many local venues. For a quieter evening, consider the theatre or a visit to a pub. Some events are just outside the city, easily reached via the Midland Main Line train station or the M1 motorway. Use Derbyshire Wayfarer bus and train day rover tickets to plan your travel. Be aware that parking is limited in the town centre, especially during market days, and congestion is common near Market Hall. Consider accessible parking or public transport where possible.

Chesterfield has roots in the medieval period and has evolved into a residential and commercial hub in the East Midlands. These listings reflect the town’s reliance on public transport and car use for commuting.

Your best option is to browse the selections below to find what fits your schedule. Check the listings below for times and venues.