Events in Chesterfield From 5th October – 11th October 2026

As the new week unfolds in Chesterfield, you'll find a selection of events to fill your evenings. This period offers a contrast in activities, letting you choose between lighthearted entertainment and more thoughtful cultural experiences. You could try an evening of live comedy, with performances designed to be cheerful. Alternatively, if you enjoy literary exploration, you can engage with a stage show that explores the work of a celebrated author, presented live. You will notice these offerings have different moods, each promising something unique. One invites you to relax and enjoy the wit and humor of performers, creating a relaxed night out. The other provides a chance to immerse yourself in the world of a writer, sparking discussion on storytelling. Whether you prefer laughter or a deeper appreciation for performance, you have options tailored to different moods. This week's events give you a chance to experience the local scene. It’s a good time to connect with local provisions that provide both fun and intellectual stimulation, depending on your choice. Scroll down to explore the details for times and locations.