The Sun-Herald City2Surf

is the world’s largest run and Sydney’s favourite sporting event. Held on the second Sunday in August, each year 85,000 participants raise over $3.5 million for charity. The 14km course starts in Hyde Park in the CBD and finish at Bondi Beach.

The 14 km route taken by the participants commences in the city centre of Sydney and passes through the suburbs of East Sydney, Kings Cross, Rushcutters Bay, Double Bay, Rose Bay, Vaucluse, Dover Heights and Bondi Beach. The most difficult part of the course is “Heartbreak Hill” at the halfway mark, a 2 km long steep ascent from Rose Bay to Vaucluse along New South Head Road.

Features en route include many amateur bands performing along the suburban roads, and many City2Surf participants dressed in novelty themed costumes.
 
When: August
Where: Hyde Park to Bondi Beach
How often: annually
For how long: one day
 

City2Surf official website

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City2Surf – finish