Events in High Wycombe From 18th May – 24th May 2026

You can find a range of events in High Wycombe this week, suited to different moods. Starting Monday, theatrical performances open at the Wycombe Swan, a solid choice for an evening of culture. As the week progresses, music returns to venues like Chaplin’s Cellar, with occasional acoustic sets at The Cross Keys. For a night out, look to O’Neill’s and Revolution for live performances and energetic sounds. Later in the week, comedy takes over with acts new and established, keeping the local scene active. Check if the Park and Ride facility at Cressex is available if you’re coming from outside town, especially given congestion on M40 junction 4. Near Eden Shopping Centre, there may be smaller pop-up events running alongside the regular venues. High Wycombe, with origins dating to Roman times and a past tied to furniture making, offers a varied choice for evening activities. Check the listings below for times and locations.