Wood, as the main product of the forest, must be brought from the forest to various beneficiaries by various vehicles. The choice of a particular type of vehicle should consider the characteristics of the area from which the wood is loaded, the wood-storage yard, and the availability of a certain model. Besides this, the assortments and quantities of wood to be transported influence, to a large extent, the type of vehicle, which has consequences for transport efficiency and productivity. The aim of the paper was to evaluate the wood-loading process in various types of transport vehicles in terms of time consumption for each working phase and the factors that can affect productivity. The research was carried out in four counties of Romania and addressed the loading of wood in different forestry trucks and platforms, with or without trailers. Transport distances were documented in Brasov County based on 200 transport documents. To evaluate the transport distances in the case of wood intended for contractors, field measurements were carried out in three different are as managed by the private Lignum Forest District (Bacău County). The study of the loading process and productivity estimation at loading was carried out in three locations, namely Bacău County, Sibiu County, and Caraș-Sever in County. To observe whether there are differences in the loading of tree lengths from the harvesting area in various types of vehicles (forestry trucks—ATF—and forestry platforms—APF), research was carried out in Caraș-Sever in County. After processing the data, it was found that in the forests managed by the state and in the forests owned by the local public administrations, the fuelwood reaches mainly locals, and the working wood reaches some wood processing companies. For forestry trucks (ATFs), the loading time was somewhat constant, while for forestry platforms (APF), it varied, with differences observed from the first to the last loading. Following the evaluation of the work-element phases specific to the operation of loading round wood into vehicles, it was found that, sometimes, significant importance is given to the working elements as phases of preparation of the wooden material that can be carried out before the loading process, in order to load it. To eliminate delays in the loading process, it is recommended that logs are prepared before loading, which will increase productivity and it will decrease the risk of accidents for workers who perform these tasks during the loading process.