The study presents the development of a structural monitoring system installed in a 45-m-high steel wind tower located in Italy. The installed monitoring system was composed by 16 strain gauges placed in the tower wall, in a pattern of four Wheatstone bridges at 45°, together with thermal couples, at 21 m from the ground (half-height of the tower). Moreover, several accelerometers were placed along the tower height (with one of them located next to the strain gauges). The wind velocity and directions were obtained directly from the turbine own monitoring system. Such a monitoring system was designed because, due to the decrement of the total height from the original design, the tower suffers from resonance problems. In fact, the investigated tower was originally designed with 65 m of height but then, to comply with local regulations, the height was decreased to the actual size. Therefore, to allow safe operation and avoid excessive fatigue due to the increased displacements, the velocity of the rotor has been manually limited causing an important reduction in the energy production. The results of the study show the importance of monitoring the resonance issue. The differences between the damage indexes obtained with two different working conditions are discussed: tower working with limited operational capacity and tower working at its maximum capacity (in resonance).