Bicycle Racing in New York No matter what you may think, there are road racing scenes in New York. Usually, the season runs from February to early October. You can race three times without having to leave the five boroughs. You should note bicycle racing is an underground affair. The internet has made it quite easy. However, it is still difficult to find starting lines if you are a beginner. Just like most races in the US, these races are divided into the separate fields. Points are given for top placing. Bike racing in the Big Apple is vibrant and alive. It is not a typical road race you can find elsewhere; circuit races are fun and hard.