The district hosts various yearly music festivals showcasing local and national talent. These include Boomtown, Wickham Festival and Mucky Weekender.

For classical music enthusiasts, the Winchester Cathedral Choir offers breathtaking performances. At the same time, the Winchester Chamber Music Festival delights audiences with world-class musicians. Those who prefer contemporary sounds can enjoy live music at various venues across the district, from rock and pop to jazz and blues.

The charming villages and towns also host regular music events, creating a welcoming atmosphere for music lovers of all ages.