We’ve teamed up to offer a pair of tickets to see Five & Madness at Royal Windsor Racecourse in August 2026.
Taking to the stage at Royal Windsor Racecourse on Friday 14th August, ’90s icons Five will headline a night of huge hits. The highlight promises feel-good nostalgia and open-air atmosphere as part of the brand-new Royal Windsor Live.
Get ready for a full-throttle throwback fun from the chart-topping boyband who will deliver a high-energy open-air show packed with era-defining hits and fan favourites. Expect big vocals, bigger nostalgia and the kind of electric atmosphere only a summer crowd can bring.
Set against one of the region’s most iconic backdrops, the Windsor date promises more than just a concert. With gates opening from 4pm, audiences can soak up the festival-style vibe before the main event, with support from The Wanted 2.0 and additional special guests still to be announced.
Royal Windsor Live runs across three nights from 13th to 15th August, bringing together a stand-out line-up including Madness and Tinie Tempah.
Whether you’re reliving your youth or discovering these iconic tracks for the first time, this is set to be one of the summer’s biggest feel-good nights.
Tickets start from £47.50.
How to enter
To enter our prize draw, fill in the form below before 12pm on Friday 31 July 2026.
Where to find more prizes?
Head to our competitions page to find all of our current prizes.

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