In superconducting magnet applications, winding methods of the superconducting magnet can be classified into a layer winding and a pancake winding. The superconducting magnet using high temperature superconductor (HTS) with rectangular shape is generally fabricated using the pancake winding method. On the other hand, low temperature superconducting (LTS) magnet may be wound by either a pancake winding or a layer winding. Compared with the layer winding, the pancake winding method has a merit of easy replacement of a damaged pancake module, but it also has a demerit of requirement of splicing between each double pancake modules. In this paper, we investigated characteristics of the layer and pancake winding methods using HTS. Six samples were wound out of BSCCO and Coated Conductors (CCs) by two winding methods and their characteristics were experimentally observed.