A hose draining device that rolls along the ground and raises up a portion of a flexible hose to facilitate draining the hose. The device has a leading roller that is close to the ground, a center roller that is spaced away from the ground, and a trailing roller that is further away from the ground than the center roller. The hose is supported by the rollers while the device moves along the length of the hose. The device has a handle portion that is removable for storage and transportation. A counterbalance may be provided near the leading roller to stabilize the device.