Events in Cheltenham From 8th June – 14th June 2026

Cheltenham’s upcoming events offer a diverse programme, from established musical acts to intimate performances and comedy. This week brings performances by Jools Holland, Amy & Carlos, and Bridget Christie, alongside orchestral celebrations of iconic film scores. Cheltenham’s railway connections, via Cheltenham Spa station and Great Western Railway, provide access for visitors, but be aware that traffic disruption is possible due to events and peak commuter times. The M5 motorway and A40 offer road access, though parking in the town centre can be limited.

For arts enthusiasts, the schedule includes a cinematic concert at Cheltenham Town Hall and stand-up comedy at the Parabola Arts Centre. Smaller venues and pubs frequently host local musicians, providing a casual atmosphere for live music. Planning ahead is recommended, considering potential congestion during the Cheltenham Festival, and the narrow parking spaces available.

This week’s events showcase Cheltenham’s cultural heritage and contemporary character, building on its long history as a centre for music and entertainment. Though parking and transport can pose challenges, the town is easily accessible by rail. Check the listings below for specific times and venues. This week features a strong line-up of musical performances, including both orchestral works and intimate comedy shows, offering a varied programme for locals and visitors alike.