Events in Gloucester From 21st September – 27th September 2026

If you're looking for things to do in Gloucester this week, you'll find options to learn about the city’s past and enjoy some evening entertainment. This period offers chances to discover Gloucester's history during the day, combined with a new comedy offering for midweek. You can join guided explorations that reveal the city’s significant architectural and civic story. These daytime sessions allow you to trace Gloucester’s development, from its Roman foundations through to Victorian times. You’ll gain insight into how the urban area has evolved, observing landmarks and streets that tell their own stories. It's a great way to understand the local landscape and its heritage. For a change of pace, your evenings also offer an opportunity to unwind with a new programme of live comedy. You can experience stand-up performances, providing a contrast to the city's history. It's a chance to enjoy humour in a relaxed atmosphere, supporting local comedic talent. This offers a distinct change of scene after a day exploring the past. Whether you want to learn about history or enjoy comedy, you have some distinct choices this week. These focused opportunities allow you to experience Gloucester in both reflective and enjoyable ways. Check the listings below for times and venues.