Events in Cheltenham From 18th May – 24th May 2026

Looking for events in Cheltenham this week? You can find a mix of options to fill your days and evenings, whether you're planning a night out or a relaxed afternoon. This week includes performances for culture fans, chances to enjoy live music, and dance-themed nights. There are also plans for an alfresco afternoon party to wrap up the bank holiday weekend.

Check venues near the Railway Station, accessible by Great Western Railway. If driving, be aware that traffic disruption is common during events and parking can be difficult. Evening options match the town’s moderate nightlife intensity. For a more relaxed pace, Pittville Park offers green space , just note the café has closed during private events.

Cheltenham hosts a varied calendar throughout the year. Beyond this week, the town remains a cultural hub, rooted in its history as a spa town and Regency-era centre. The Gloucestershire & Warwickshire Railway also offers heritage line excursions as a possible afternoon activity. To explore the full range of options and plan your week, review the listings below. Check timings and venues for specific details, and plan your journey considering potential congestion, especially if arriving by car.