Vibration assessment of upland crop machinery under development is essential because high vibrational exposures affect machine efficiency, service life of components, degradation of the working environment, and cause health risks to the operator. It is intensively assessed for automobiles as well as large off-road agricultural vehicles (i.e., tractors). However, it is mostly overlooked in the case of the small or medium riding-type upland utility vehicles. Therefore, the vibration exposures of a 12-kilowatt self-propelled riding-type automatic onion transplanter were measured and evaluated to assess the performance of onion transplantation and the operator’s comfort in this study. Different types of driving surfaces, operating statuses (static and driving), and load conditions were considered to analyze the vibration exposure. The precision of transplantations was evaluated while operating the transplanter on the soil surface with different driving speeds and load conditions. Tri-axial accelerometers and a LabVIEW-coded program were used for data acquisition. The vibrational exposures were evaluated based on ISO standards, and power spectral density (PSD) was estimated to assess the major frequencies. According to the statistical analysis, the daily exposure value (A(8)) and the vibration dose value (VDV) varied from 10 to 15 ms−2 and 20 to 31 ms−1.75, respectively, which exceeded the ISO 2631-1 standards (i.e., A(8): 1.15 ms−2 and VDV: 21 ms−1.75). The calculated health risk factor (RA) was moderate. Moreover, a high weighted acceleration (around 8 ms−2) was observed on the seedling conveyor belt, which might result in missing seedlings during transplanting. The vibration exposures of the developed onion transplanter need to be minimized following the ISO standards, and vibration reduction would also improve the market competitiveness.