Remote sensing observations of the Moon suggest that the lunar polar regolith environment is affected by several natural processes that may cause the regolith in these regions to become more porous and fine particulate. One of these processes may be the mechanical breakdown of regolith particles through the interaction of water ice and regolith by frost wedging. We present morphological and spectral analyses of high-fidelity lunar regolith simulants LHS-1 (lunar highlands simulant-1) and LMS-1 (lunar mare simulant-1) that have been exposed to varying concentrations of water ice (1, 10, and 30 wt%) over extended periods of time (1, 3, and 6 months) to evaluate the extent at which lunar regolith may be weathered by ice-regolith interactions in the Moon’s polar regions. To characterize changes in regolith particle morphology, we explored grain size and shape parameters with the CILAS ExpertShape suite and characterized the abundance and evolution of clinging fines with scanning electron microscopy and energy dispersive X-ray spectroscopy. Reflectance spectra were taken from 1.0–22.5 μm (444.4–10,000 cm−1) to characterize any differences in spectral features that may occur as a result of regolith breakdown. Both the morphological and spectral investigations display trends that show simulant particle degradation as a function of composition, increasing water concentration, and freezing time. Our study demonstrates that the lunar regolith is susceptible to mechanical breakdown in the presence of water ice and that water ice is likely a contributor to the weathering environment within permanently shadowed regions on the lunar surface.