High-resolution reanalysis products could improve the representativeness of rainfall on high Andean basins, but their performance must be locally validated. We addressed the performance, accuracy, and ability of TerraClimate and CHIRPSv.2 to represent 36 years of rainfall (1985–2020) from 23 stations in the Upper Chicamocha River, a Colombian basin of complex terrain and tropical hydrometeorology. Using several statistical metrics at monthly, seasonal and annual scales, we found how both datasets overestimate rainfall as a function of elevation, with better performance and accuracy from CHIRPS (r ∼0.76, R2 ∼0.58, NSE ∼0.56, and low RMSE ∼33.7 mm/month, MAE ∼25.2 mm/month, ME ∼6.4 mm/month, and PBIAS ∼9.3), while TerraClimate overestimates inter-annual variability, especially between June and August. Seasonally, the datasets exhibit different spatial patterns and magnitudes, even after bias correction. The findings highlight the potential use and challenges of high-resolution datasets in basins with similar topography and hydrometeorology in the Andean region.