Bentonite pellet mixtures are candidate material for the sealing of galleries in radioactive waste disposals. The hydromechanical behaviour of assemblies of bentonite pellets is investigated upon partial hydration through (1) suction-controlled swelling pressure tests in the laboratory and (2) discrete element method simulations. The combination of these experimental and numerical approaches highlights that, before the mixture homogenization, the swelling pressure develops in two phases. The first phase is characterized by an increase in contact forces between pellets. The second phase is characterized by plasticity at contacts between pellets and is controlled by the progressive decrease in pellet strength and stiffness upon hydration. In addition, numerical results highlight that the swelling pressure measured in the laboratory can be influenced by the sample preparation, the cell size, and the diameter of the pressure sensor.