Real-world vehicle operating mode data (2.5 million 1 Hz records), collected by instrumenting the vehicles of 82 volunteer drivers with OBD datalogger and GPS while they drove their routine travel routes, were analyzed to quantify vehicle emissions estimate errors due to road grade and driving style in rural, hilly Vermont. Data were collected in winter and summer for MY 1996 and newer passenger cars and trucks only. EPA MOVES2010b was used to estimate running exhaust emissions associated with measured vehicle activity. Changes in vehicle specific power (VSP) and MOVES operating mode (OpMode) due to proper accounting for real-world road grade indicated emission rate errors between 10% and 48%, depending on pollutant, chiefly because grade-related changes in VSP could shift activity by as many as six OpModes, depending on road type. The correct MOVES OpMode assignment was made only 33–55% of the time when road grade was not included in the VSP calculation. Driving style of individual drivers was difficult to assess due to unknown traffic operations data, but the largest differences between individual drivers were observed on rural restricted roads, where traffic conditions and control have minimal impact. The results suggest the importance of (1) measuring and incorporating real-world road grade in order to correctly assign MOVES emission rates; and (2) developing a driving style typology to account for differences in the MOVES emissions estimates due to driver variability.