One of the most important tasks in traffic safety is investigating the relationship between motor vehicle crashes and the geometric characteristics of roadways. A large body of previous work provides meaningful results on the impact of geometric design on crash frequency. However, little attention has been paid to the relationship between roadway departure crashes and relevant roadside features such as lateral clearance, side slope condition, and driveway density. The lack of roadside data for use in estimating rigorous statistical models has been a major obstacle to roadside safety research for many years. This study investigated the relationship between single-vehicle roadway departure crashes and roadside features. Two types of models were developed: a negative binomial model of crash frequency and a multinomial logit model of crash severity. The study used field data collected in four districts in Texas. The results showed that shoulder width, lateral clearance, and side slope condition had a significant effect on roadway departure crashes. Crash frequency and severity increased when lateral clearance or shoulder width decreased and when the side slope condition became worse. Driveway density was not found to have a significant influence on crash frequency or severity.