Some great prizes to win in the Tooheys Guys and Dolls Challenge at the 2026 Wellington Boot Racing Carnival on Friday to Sunday, April 10, 11, 12.
Join the fun and become a challenger in the Guys and Dolls Challenge during the 2026 Wellington Boot Racing Carnival weekend.
All you have to do is – turn up!
Attend the Boot Calcutta night at the Wellington Soldiers Memorial Club from 6pm Saturday, April 11, in the auditorium, and if your name is drawn out of a barrel, you can draw a horse in the Wellington Boot race on Sunday, 12th, gain free entry to the racecourse, enjoy a free lavish lunch and drinks throughout the day in the Wellington Race Club sponsors tent - all courtesy of Tooheys, Wellington Soldiers Memorial Club, Wellington & District Leader newspaper, Eliza Whiteley Optometry and Wellington Race Club.
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The 2026 Wellington Boot racing Carnival runs with an eight-race program on Friday, April 10 with $10 admission on Friday.
The Boot Classic Golf Day at Wellington Golf Club runs on Saturday, then the Boot
Calcutta on Saturday night with guest host Miracle Mal Johnson, the legend of racing.
Sunday is Boot day, the richest race over the great divide (bar Scone).
Gates open 11am and $20 admission Sunday for everyone else without tickets.
Tooheys Guys and Dolls Challenge
Fill-in an entry form at Wellington Soldiers memorial Club or club website.
You must be aged 18 to 30 years.
Attend the Wellington Boot Calcutta on Saturday night April 10.
Gain free entry to Sunday’s Boot race meeting, enjoy lunch and drinks all day at the Wellington Race Club sponsor’s tent.
Each Challenger will receive a 2026 Wellington Boot Sash to keep and wear forever.
How it works
There are 14 runners in the 2026 Wellington Boot race.
On Saturday night at Calcutta, entry forms will be drawn from a barrel and the person nominated must be at the Calcutta.
That person then draws a horse in the Boot race.
UP to 14 people will drawn. If there are horse scratchings, then only Guys and Dolls with remaining horses are eligible to win the First, Second or Third prizes available, which will be presented to the drawers of those placed horses.
Dress-up for the day and you may like to also enter ‘Fashions on the Field’ competition.
It’s that simple.
Get to it and enter now – it’s FREE.