The Land Transport Authority of Singapore has a continuing program of highway bridge upgrading, to refurbish and strengthen bridges to allow for increasing vehicle traffic and increasing axle loads. One subject of this program has been a short span bridge taking a busy highway across a coastal inlet near a major port facility. Experiment-based structural assessments of the bridge were conducted before and after upgrading works including strengthening. Each assessment exercise comprised two separate components; a strain and acceleration monitoring exercise lasting approximately one month, and a full-scale dynamic test carried out in a single day. This paper reports the application of extreme value statistics to estimate bridge live loads using strain measurements.