Gambler 500, Gambler City Time Lapse

Gambler 500. Gambler City, Oregon The Gambler 500. Gambler City, Oregon. This year the Gambler 500 was hosted outside of Chemult Oregon. With over 1500 vehicles entered and about 500 off road miles to be logged, the Gambler 500 is now the largest Navigational Rally Race in the world. The first Gambler event took place in 2014 in Oregon.