Windsor · events

Things to do in Windsor, September 2026

Browse 12 upcoming events and things to do in Windsor during September 2026. Highlights include The Big Ascot Food & Wine Friday Raceday, The Big Ascot Food & Wine Saturday Raceday, From The Jam and more. Each listing links to tickets, venue details and practical visitor info.

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The Big Ascot Food & Wine Friday Raceday

Windsor · Ascot RacecourseFri, Sep 4Sport

The Big Ascot Food & Wine Saturday Raceday

Windsor · Ascot RacecourseSat, Sep 5Sport

A cultural venue set for a performance or exhibition.

From The Jam

Windsor · Swan TheatreFri, Sep 11Culture & Art

🎟️ From £36

Jonathan Pie: Work in Progress

Windsor · Camberley TheatreSat, Sep 12Culture & Art

Paul Merton & Suki Webster's Improv Show

Windsor · Reading Concert HallSat, Sep 12Culture & Art

Absolute Bowie

Windsor · The Boxmoor PlayhouseSat, Sep 19Music

🎟️ From £22

Fin Taylor

Windsor · Reading Concert HallSun, Sep 20Culture & Art

Troy Hawke: Never Stop, Never Change!

Windsor · Wycombe Swan TheatreFri, Sep 25Culture & Art

China Crisis - Boxmoor Playhouse

Windsor · The Boxmoor PlayhouseSat, Sep 26Music

🎟️ From £32

Flo & Joan - With Feeling

Windsor · Reading Concert HallSat, Sep 26Culture & Art

🎟️ From £31

Operation Mincemeat: A New Musical

Windsor · Wycombe Swan TheatreMon, Sep 28Music

Jonathan Pie: The End Of The World According To Jonathan Pie

Windsor · Hexagon TheatreWed, Sep 30Culture & Art

More in Windsor

Windsor city guide All Windsor events Open 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