The rapid change of wind speed and direction on 21 August 2017 is studied using Doppler lidar measurements at five sites of the Atmospheric Radiation Measurement (ARM) Southern Great Plains (SGP) facility in north-central Oklahoma. The Doppler lidar data were investigated along with meteorological variables such as temperature, humidity, and turbulence available from the large suite of instrumentation deployed at the SGP Central Facility (C1) during the Land-Atmosphere Feedback Experiment in August 2017. Lidar measurements at five sites, separated by 55–70 km, allowed us to document the development and evolution of the wind flow over the SGP area, examine synoptic conditions to understand the mechanism that leads to the ramp event, and estimate the ability of the High-Resolution Rapid Refresh model to reproduce this event. The flow feature in question is an atmospheric bore, a small-scale phenomenon that is challenging to represent in models, that was generated by a thunderstorm outflow northwest of the ARM SGP area. The small-scale nature of bores, its impact on power generation, and the modeling challenges associated with representing bores are discussed in this paper. The results also provide information about model errors between sites of different surface and vegetation types.