Events in Cheltenham From 22nd June – 28th June 2026

Looking for events in Cheltenham this week? You’ll find a good mix on offer, with opportunities to discover what’s on in Cheltenham from June 21st to June 28th. Expect a range of options, from evenings dedicated to live music to sociable gatherings. This week provides a pleasing selection of entertainment, geared towards dedicated audiences and fostering a good spirit of local activity. You can find the atmosphere of Cheltenham’s venues and support emerging talent. With events taking place across the town, your best bet is to find something that fits your mood and schedule.

Cheltenham, first recorded in 803 as 'Celtan hom', offers a setting with a long history. While historically renowned as a spa town since 1716, and shaped by figures like Captain Henry Skillicorne, today it’s a place where cultural life continues to flourish. Consider an evening taking advantage of the moderate nightlife, perhaps utilising the convenient rail links via Cheltenham Spa railway station and Great Western Railway. The town’s venues host regular performances and events, and its musical heritage ensures a consistent stream of performers. You’ll also discover chances for casual gatherings, perfect for a relaxed evening with friends. Beyond the performances, the town’s architectural legacy provides a backdrop to a vibrant evening. With the M5 motorway and A40 trunk road nearby, access to events is generally convenient, although traffic disruption is possible during large-scale events. Remember to check listings below for times and venues; you may even wish to extend your visit to explore the Gloucestershire & Warwickshire Railway.