Provided are a web cutting device and a web cutting method whereby continuous operation over long periods becomes easier. A web held by pads has a section between mutually adjacent pads that is sandwiched between an anvil (14a) and a blade edge (38a) of a cutter (38) and cut. A stop member (34) is fixed in a rotating member (30a). The cutter (38) is biased by an biasing member (36) and comes in contact with the stop member (34). The stop member (34) obstructs travel by the cutter (38) towards the outside in the radial direction of the rotating member (30a), when the cutter (38) comes in contact with the stop member (34). The biasing member (36) biases the cutter (38) to the outside in the radial direction of the rotating member (30a) and causes the cutter (38) to come in contact with the stop member (34), by using a predetermined biasing force, and allows the cutter (38) to retreat when the reaction force acting on the cutter (38) is greater than the predetermined biasing force.