Recent developments in passive microwave remote sensing have provided an effective tool for monitoring global soil moisture (SM) observations on a spatiotemporal basis, filling the gap of uneven in-situ measurement distribution. In this paper, four passive microwave SM products from three bands (L, C, and X) are evaluated using in-situ observations, over a dry–wet cycle agricultural (mostly paddy/wheat cycle crops) critical zone observatory (CZO) in the Central Ganga basin, India. The L-band and C/X-band information from Soil Moisture Active Passive (SMAP) Passive Enhanced Level 3 (SMAP-L3) and Advanced Microwave Scanning Radiometer 2 (AMSR2), respectively, was selected for the evaluation. The AMSR2 SM products used here were derived using the Land Parameter Retrieval Model (LPRM) algorithm. Spatially averaged observations from 20 in-situ distributed locations were initially calibrated with a single and continuous monitoring station to obtain long-term ground-based data. Furthermore, several statistical metrices along with the triple collocation (TC) error model were used to evaluate the overall accuracy and random error variance of the remote sensing products. The results indicated an overall superior performance of SMAP-L3 with a slight dry bias (−0.040 m3·m−3) and a correlation of 0.712 with in-situ observations. This also met the accuracy requirement (0.04 m3·m−3) during most seasons with a modest accuracy (0.059 m3·m−3) for the entire experimental period. Among the LPRM datasets, C1 and C2 products behaved similarly (R = 0.621) with a ubRMSE of 0.068 and 0.081, respectively. The X-band product showed a relatively poor performance compared to the other LPRM products. Seasonal performance analysis revealed a higher correlation for all the satellite SM products during monsoon season, indicating a strong seasonality of precipitation. The TC analysis indicated the lowest error variance (0.02 ± 0.003 m3·m−3) for the SMAP-L3. In the end, we introduced Spearman’s rank correlation to assess the dynamic response of SM observations to climatic and vegetation parameters.