Numerical techniques to efficiently model out-of-equilibrium dynamics in interacting quantum manybody systems are key for advancing our capability to harness and understand complex quantum matter.Here we propose a new numerical approach which we refer to as generalized discrete truncated Wigner approximation (GDTWA). It is based on a discrete semi-classical phase space sampling and allows to investigate quantum dynamics in lattice spin systems with arbitrary S1/2. We show that the GDTWA can accurately simulate dynamics of large ensembles in arbitrary dimensions. We apply it for S>1/2 spin-models with dipolar long-range interactions, a scenario arising in recent experiments with magnetic atoms. We show that the method can capture beyond mean-field effects, not only at short times, but it also can correctly reproduce long time quantum-thermalization dynamics. We benchmark the method with exact diagonalization in small systems, with perturbation theory for short times, and with analytical predictions made for models which feature quantum-thermalization at long times. We apply our method to study dynamics in large S>1/2 spin-models and compute experimentally accessible observables such as Zeeman level populations, contrast of spin coherence, spin squeezing, and entanglement quantified by single-spin Renyi entropies. We reveal that large S systems can feature larger entanglement than corresponding S=1/2 systems. Our analyses demonstrate that the GDTWA can be a powerful tool for modeling complex spin dynamics in regimes where other state-of-the art numerical methods fail. case also the mean-field equations are not necessarily closed unless also intra-spin correlations are assumed to factorize. Those cases are not accounted for in the approach described here, but we will properly include them in our GDTWA method below.