The main north-south artery in the area was originally laid out by the Chaffey Brothers in the mid 1800s. Today, it is a wide, tree-lined boulevard that links Chino with San Antonio Heights. Originally, a trolley car ran in the median and connected residents in San Antonio Heights with jobs in Ontario. Today, the median is home to a dirt path from Foothill Boulevard north to San Antonio Heights, and park space in downtown Ontario.
One of many Madonna of the Trail statues that commemorate American pioneer women, the one in Upland is located at the busy intersection of historic route 66 and Euclid Avenue. The monument was dedicated in 1929 and contains inscriptions that honors Jedediah Smith's 1826 crossing of the area in search of a westward-flowing river.