A flow over a bluff-body is numerically investigated and validated using a Detached-Eddy Simulation (DES) technique at Re=21,400. An incompressible solver that is nominally secondorder accurate employing an implicit constant backward time-stepping scheme with blended upwind-central differencing spatial discretization is used to study the massively separated wake that is generated. Measurements are taken up to 6 downstream characteristic lengths, evaluating the wake time-averaged first-and second-moment statistics alongside near-wall boundary layer quantities and surface-force integrals. Results advocate the use of DES methods, which are found to be significantly more accurate for capturing wake statistics, compared to two different Reynolds-Averaged (RANS) models calibrated with an identical grid. Although comparative accuracy can be obtained with the RANS techniques for the boundary layer and surface-forces, these techniques are unsuitable for modeling wake statistics as they are inherently dissipative, evident through early velocity recovery when evaluated against experimental data.