Continuous monitoring of soil properties using an instrumented roller compactor requires models that can capture the essential features observed during drum/soil vibration. This paper presents the results of lumped parameter modeling of the drum/soil system together with data from complex nonlinear behavior observed experimentally during operation on sandy soil. Model parameters and response were developed using experimental data collected over a wide range of operating frequencies. Three and four-degree-of-freedom ͑DOF͒ models with linear and nonlinear soil elements were investigated. The results showed that a 3DOF model incorporating the soil, drum, and frame of the roller was successful in capturing behavior during coupled drum/soil vibration and during decoupling ͑i.e., loss of contact between drum and soil͒. Modeling the drum/soil decoupling accounted for most of the experimentally observed nonlinearity. The addition of nonlinear soil stiffness due to the curved drum effect and due to strain hardening soil behavior accounted for additional nonlinearity observed experimentally. Experimentally observed drum rocking during coupled drum/soil vibration was successfully modeled with a 4DOF drum-frame model. The analysis also revealed that commonly observed heterogeneous soil conditions give rise to a transient response that can have a significant influence on vibration behavior.