Events in Sittingbourne From 11th May – 17th May 2026

You can find a mix of events in Sittingbourne this week, from live music by local and touring acts to theatre performances. There’s creative energy across the town, with shows, social evenings, and gatherings that bring people together. If you’re coming in from London, the Sittingbourne railway station and Southeastern services make getting here straightforward. Events span several days, including options for quieter Sundays. The town’s history as a stop on Watling Street, a Roman route, still shapes its community life, once a pilgrimage site mentioned in Chaucer’s Canterbury Tales, it now hosts performances at venues like The Avenue Theatre. Some events take place at the Holiday Inn Sittingbourne by IHG, which is a short drive away. The High Street has had shoplifting incidents, so be mindful when exploring there. Parking shortages are common in central zones on weekends, so plan ahead. Check the listings below for times and venues. Use the train station for easy access.