An optical fiber winding mechanism feeds an optical fiber from raw material bobbins and winds the optical fiber around a winding bobbin, and includes a first raw material bobbin-side unit to mount the first raw material bobbin thereon, a second raw material bobbin-side unit to mount the second raw material bobbin thereon, a winding bobbin-side unit to mount the winding bobbin thereon, and a controller to control each of the units. The first raw material bobbin-side unit includes a body device, a head capable of rotating with respect to the body device, a rotation assist device capable of engaging with the head, a rotation mechanism capable of rotating the body device around a Z direction, and a slide mechanism capable of moving the rotation mechanism.