The technique of multi-long-hole blasting with large empty holes has been used in practice to break rock mass. However, the damage mechanism of rock mass surrounded by empty holes and boreholes under this type of blasting has not yet been well-understood and identified, which may lead to inappropriate design of the configurations of empty holes for multi-long-hole blasting. The present study investigates the damage modes and mechanism of rock mass under multi-long-hole blasting with large empty holes by conducting a field test and numerical simulations. The results show that multi-long-hole blasting with empty holes mainly causes compressive damage of rock mass around boreholes, reflected tensile damage near empty holes and ground surface, bending-induced tensile damage between empty holes and boreholes, shear damage along the side tangents and bottom of empty holes and boreholes, and tensile damage along the connection of boreholes caused by the superposition of stress waves. In addition, parametric studies are conducted to examine the effects of depths and diameters of empty holes and the spacing between boreholes and empty holes on the damage and fragmentation of rock mass under blast loads. It is found that the flexural stiffness and confined levels of rock mass can be greatly influenced by the variation of configurations of empty holes, which thus induces different damage and fragmentation under multi-long-hole blasting. Analytical formulas for the evaluation of shear and bending-induced damage of rock mass under multi-long-hole blasting are finally proposed to provide references for the design of empty holes in multi-long-hole blasting.