Background: Despite a wealth of literature on medical high-intensity focused ultrasound (HIFU), there are knowledge gaps related to therapeutic ultrasound in the presence of bone obstructions. In particular, the literature on detailed imaging of ultrasonic wave-scattering at bones to validate numerical models is still sparse. Objective: Experimentally investigate the ultrasonic energy deposition in areas surrounding flat and curved bone-like obstructions. Methods: Imaging from a diffraction-based shadowgraph method is used to visualize ultrasound wave propagation in laboratory water tank experiments. The experiments are performed with no obstruction, varying partial obstruction, and with complete obstruction by bone-like constructs. In addition, hydrophone measurements and numerical simulations are performed for similar bone obstruction configurations, and the results are compared. Results: The shadowgraph technique produces high-resolution images of the wave transmission through and reflection from bone-like constructs. There is generally good agreement between experimental findings and numerical results. In particular, hydrophone measurements match closely with simulation data for both obstructed and unobstructed cases. Also, shadowgraph images qualitatively confirm simulation and hydrophone measurements. Conclusions: Overall, the results of this work demonstrate the utility of shadowgraph imaging in the development and evaluation of novel treatments in the field of therapeutic ultrasound.