A hybrid magnet needs a large amount of liquid helium for operation. In order to make an easy-to-operate hybrid magnet system, we constructed a cryocooled 28 T hybrid magnet, consisting of an outer cryocooled 10 T superconducting magnet and an inner traditional water-cooled 19 T resistive magnet. As a performance test, the cryocooled hybrid magnet generated 27.5 T in a 32 mm room temperature experimental bore. As long as Nb3Sn superconducting wires are employed, the expected maximum high field generation in the cryocooled superconducting magnet will be 17 T at 5 K. We adopted the high temperature superconducting insert coil, employing Ag-sheathed Bi2Sr 2Ca2Cu3O10superconducting tape. In combination with the low temperature 16.5 T back-up coil with a 174 mm cold bore, the cryocooled high temperature superconducting magnet successfully generated the total central field of 18.1 T in a 52 mm room temperature bore. As a next step, we start the collaboration with the National Institute for Materials Science for the new developmental works of a 30 T high temperature superconducting magnet and a 50 T-class hybrid magnet.