The aim of this paper is to assess the correlation of groundwater level changes (or groundwater level anomalies (GWLA)) obtained from direct measurements in wells with groundwater storage anomalies (GWSA) calculated using Gravity Recovery and Climate Experiment (GRACE) products and Global Land Data Assimilation Systems (GLDAS) models across different climate zones, from temperate Poland to Arctic Sweden. We recognize that such validation studies are needed to increase the understanding of the spatio-temporal limits of remote sensing model applicability, not least in data-scarce sub-Arctic and Arctic environments where processes are complex due to the impacts of snow and (perma) frost. Results for temperate climates in Poland and southern Sweden show that, whereas one of the models (JPL_NOAH_GWSA) failed due to water balance term overestimation, the other model (CSR_CLM_GWSA) produced excellent results of monthly groundwater dynamics when compared with the observations in 387 groundwater wells in the region during 2003–2022 (cross-correlation coefficient of 0.8). However, for the sub-Arctic and Arctic northern Sweden, the model suitable for other regions failed to reproduce typical northern groundwater regimes (of the region’s 85 wells), where winter levels decrease due to the blocking effect of ground frost on groundwater recharge. This suggests, more generally, that conventional methods for deriving GWSA and its seasonality ceases to be reliable in the presence of considerably infiltration-blocking ground frost and permafrost (whereas snow storage modules perform well), which hence need further attention in future research. Regarding long-term groundwater level trends, remote sensing results for southern Sweden show increasing levels, in contrast with observed unchanged to decreasing (~10 mm/a) levels, which may not necessarily be due to errors in the remote sensing model but may rather emphasize impacts of anthropogenic pressures, which are higher near the observation wells that are often located in eskers used for water supply. For sub-Arctic and Arctic Sweden, the (relatively uncertain) trend of the remote sensing results nevertheless agrees reasonably well with the groundwater well observations that show increasing groundwater levels of up to ~14 mm/a, which, e.g., is consistent with reported trends of large Siberian river basins.