Cheese Rolling
Find it in Gloucestershire.
Perhaps one of the better-known events on our list, this annual cheesy free-for-all takes place over the Spring Bank Holiday weekend in May at Cooper's Hill, Shurdington.
At approximately 182m in length, it isn't the longest race - but the famously steep 45-degree angled hill certainly makes it one of the toughest.
Every year, between 10 and 40 competitors line up at the summit of Cooper's Hill and await the Keeper of Game's traditional call "One to be ready, two to be steady, three to prepare, and four to be off!" before flinging themselves at high speeds down the hill in pursuit of... cheese.
Yes, you read that correctly, cheese.
The cheese - a 3kg wheel of locally made Double Gloucester - is released on the Keeper of Game's 'three'.
The basic aim for participants is to beat not only other racers to the finish line but also the wheel of cheese itself.
Measuring 22.86cm in diameter and a hefty 7.62cm thick, the Double Gloucester is a substantial beast that typically reaches speeds of around 30mph on its descent.
With the participants regularly reaching similar top speeds as they plunge down the hill it seems more fitting to describe it as a tumbling race than a running one.
The earliest official record of the race is in the Town Crier's notes from 1826, but it certainly predates that by quite a bit.
Local residents and historians offer unofficial family records that go back as far as the 1700s, and some even suggest that it originated as long ago as 54BC with the Phoenicians.
Despite having been established for a considerable amount of time, and the obvious risks, there have been comparatively few serious injuries and no recorded fatalities as a result of the race.
That's not to say it has been without its drama though.
In 1982 a sudden thunderstorm mid-race led to four adults and four children being struck by lightning, forcing them out of the competition - fortunately, nobody was badly hurt though.
Undeterred, one of the boys that got hit re-entered the event ten years later only to fall and snap his thigh bone mid-race, resulting in an 18-inch pin in his leg and retirement from competing.
The 'Great Cheese Chase Chaos' of 1990 notched up a record 22 casualties - including a grandmother who was knocked unconscious by the rolling cheese - and the event was banned altogether in 1998 amidst fears that it was only a matter of time until a fatality occurred.
Unfazed, the organisers put a few cursory safety measures in place and the event continues to thrive to this day - with a much more palatable average injury count of 12 people per year.