Events in Cheltenham From 28th September – 4th October 2026

If you're looking for things to do in Cheltenham this week, you’ll find a focus on evening entertainment. As the darker evenings arrive, you can seek out a lively atmosphere at venues around town. Expect a good schedule of music performances, particularly those for dance music fans, with opportunities to revisit sounds from past decades or hear contemporary electronic beats. The Montpellier district is known for its bars with live music, while larger events often take place near Cheltenham Spa railway station, easily accessible via Great Western Railway services. You might also find nights dedicated to specific genres, providing consistent energy for those looking to extend their evenings. Beyond the music scene, you can discover opportunities for intellectual engagement and humour. There's a chance to see a well-regarded comedian performing new material, offering an evening of observational wit and storytelling. For those with a curiosity for learning, another option provides an engaging session that blends education with entertainment, exploring mathematical concepts in an accessible way. Remember that events at Pittville Pump Room often draw a crowd, so planning your commute accordingly, perhaps utilising the M5 motorway, is advisable. This week offers a mix of energetic musical experiences and thoughtful performances. You’ll find that most of these activities are tailored for adults, providing varied ways to spend your leisure time. Whether your preference is for a high-energy night out or an evening of thoughtful diversion, the coming days offer distinct choices. Allow ample time for travel, as traffic disruption can occur during larger events, and parking can be congested. You can plan your schedule accordingly, ensuring you make the most of what’s on offer. Cheltenham’s position as a cultural centre, a legacy from its spa town origins and Regency development, continues to provide a diverse range of evening options. Check the listings below for times and venues.