A power transmission system includes a first transmission provided in a first power transmission path, a second transmission provided in a second power transmission path, a first engagement device, a second engagement device, a third engagement device, a fail-safe valve, and an electronic control unit. The third engagement device selectively connects or interrupts one of the first and second power transmission paths. The electronic control unit is configured to, during traveling in a state where the third engagement device is released, output hydraulic pressure commands for simultaneous engagement of the first engagement device and the second engagement device. The electronic control unit is configured to, when it is determined that both the first engagement device and the second engagement device are engaged, prohibit traveling using the one of the first and second power transmission paths which is selectively connected or interrupted by the third engagement device.