The amount of surface soil moisture (SSM) is a crucial ecohydrological natural resource that regulates important land surface processes. It affects critical land-atmospheric phenomena, including the division of energy and water (infiltration, runoff, and evaporation), that impacts the effectiveness of agricultural output (sensible and latent heat fluxes and surface air temperature). Despite its significance, there are several difficulties in making precise measurements, monitoring, and interpreting SSM at high spatial and temporal resolutions. The current study critically reviews the methods and procedures for calculating SSM and the variables influencing measurement accuracy and applicability under different fields, climates, and operational conditions. For laboratory and field measurements, this study divides SSM estimate strategies into (i) direct and (ii) indirect procedures. The accuracy and applicability of a technique depends on the environment and the resources at hand. Comparative research is geographically restricted, although precise and economical-direct measuring techniques like the gravimetric method are time-consuming and destructive. In contrast, indirect methods are more expensive and do not produce measurements at the spatial scale but produce precise data on a temporal scale. While measuring SSM across more significant regions, ground-penetrating radar and remote sensing methods are susceptible to errors caused by overlapping data and atmospheric factors. On the other hand, soft computing techniques like machine/deep learning are quite handy for estimating SSM without any technical or laborious procedures. We determine that factors, e.g., topography, soil type, vegetation, climate change, groundwater level, depth of soil, etc., primarily influence the SSM measurements. Different techniques have been put into practice for various practical situations, although comparisons between them are not available frequently in publications. Each method offers a unique set of potential advantages and disadvantages. The most accurate way of identifying the best soil moisture technique is the value selection method (VSM). The neutron probe is preferable to the FDR or TDR sensor for measuring soil moisture. Remote sensing techniques have filled the need for large-scale, highly spatiotemporal soil moisture monitoring. Through self-learning capabilities in data-scarce areas, machine/deep learning approaches facilitate soil moisture measurement and prediction.