About The City Brief Chesterfield

Your Personal Newsletter For All Local Events in Chesterfield

Chesterfield's history as a market town continues today, with a strong sense of community and commerce. The City Brief keeps you informed about events and activities throughout the town and its neighbourhoods, so you don't miss out on what's happening. We cover everything from the weekly Chesterfield Market, running Mondays, Fridays, and Saturdays with over 200 stalls offering fresh produce, clothing, antiques, and crafts, to seasonal heritage experiences like Peak Rail Steam Train Rides. We also track the monthly Chesterfield Farmers' Market, annual traditions such as the Well Dressing Festival, and special events at Barrow Hill Roundhouse, ideal for railway enthusiasts and families. Whether you live in Brampton, Old Whittington, or closer to Chesterfield Town Centre, The City Brief connects you to events happening in your area. We cover the town's fairs and holiday markets throughout the year, the Rail Ale Festival, and the Chesterfield Canal Festival, events that bring neighbourhoods together and celebrate the town’s heritage. You'll find out about Easter egg hunts for families, live music at the Derbyshire Music Festival, and smaller community gatherings that you might otherwise miss. Our goal is simple: help you discover local events, plan your week, and stay connected to Chesterfield. We focus on real events that matter to residents, the kind that happen in your community and deserve your attention. From the iconic Church of St Mary and All Saints (Crooked Spire) that defines the town’s skyline to everyday happenings in local parks and venues, we ensure you know what’s worth your time. Every week, we provide a fresh overview of what’s happening across Chesterfield. We take a neighbourhood approach, keeping you informed week after week.

What we Cover

Each week The City Brief highlights events happening across Chesterfield – live music, theatre, food, family activities, markets and more.

Have a look at what's happening this week and this coming weekend.

About The City Brief

The City Brief is a global network of local newsletters. We succeed in sending the best of local information to local people. To learn more, visit our main website.

About the editor

The City Brief Chesterfield is edited by Dean Withey, founder of The City Brief. A former RAF pilot turned founder and investor, Dean has built and sold two technology companies, including ubisend, a conversational AI platform used by the NHS and BAE Systems, and has shipped more than thirty enterprise AI systems over twenty years in tech. He is based in Norwich, England.

Why this site exists, in Dean's words: "In an AI-powered world, you can no longer trust what you see and hear online. The future is local: trusting only what you can see for yourself. The City Brief is the trusted brief for what's happening in your city."

Listings are gathered from venue websites, official box offices and event platforms, then checked and curated before publishing. AI tools assist with drafting; every published page follows our editorial policy.

Spotted an error? Tell us and we'll fix it.