Winchester · events

Things to do in Winchester, September 2026

Browse 9 upcoming events and things to do in Winchester during September 2026. Highlights include John Cleese and the Holy Grail, Jazz Emu - The Pleasure Is All Yours, Graham Parker and more. Each listing links to tickets, venue details and practical visitor info.

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John Cleese and the Holy Grail

John Cleese and the Holy Grail

Winchester · The AnvilTue, Sep 1Culture & Art
Jazz Emu - The Pleasure Is All Yours

Jazz Emu - The Pleasure Is All Yours

Winchester · The Arc WinchesterSat, Sep 12Music
A cultural venue set for a performance or exhibition.

Graham Parker

Winchester · The HaymarketWed, Sep 16Culture & Art

🎟️ From £36

Scott Bennett - Stuff

Scott Bennett - Stuff

Winchester · Theatre Royal WinchesterWed, Sep 23Culture & Art
Michael Spicer - Hope All's Well

Michael Spicer - Hope All's Well

Winchester · Theatre Royal WinchesterThu, Sep 24Culture & Art
Flo & Joan: With Feeling

Flo & Joan: With Feeling

Winchester · Theatre Royal WinchesterFri, Sep 25Culture & Art
Troy Hawke: Never Stop, Never Change!

Troy Hawke: Never Stop, Never Change!

Winchester · The AnvilSat, Sep 26Culture & Art
A cultural venue set for a performance or exhibition.

Brian Bilston - "How To Lay An Egg with a Horse Inside"

Winchester · Winchester GuildhallSat, Sep 26Culture & Art

🎟️ From £28

A live music performance.

THE UNDERCOVER HIPPY + SUPPORT

Winchester · The Railway InnWed, Sep 30Music

🎟️ From £21

More in Winchester

Winchester city guideAll Winchester eventsOpen full events finder

Back to culture

September is when indoor culture typically returns in force — theatre, gallery and concert seasons reopen alongside the last open-air events of the year.

  • Look for season-opening concerts, theatre premieres and gallery shows
  • Catch harvest festivals and the last open-air markets before autumn
  • Book ahead for autumn arts and film festivals that often launch this month