A system for selective coupling a pillow with a stroller is provided. The system includes the stroller and the pillow. The pillow includes a surface defining a cavity therewithin, the cavity including filler. The pillow further includes a pair of stroller engaging straps extending from the surface for selectively coupling the pillow to the stroller, wherein, when the pillow is selectively coupled to the stroller, the surface of the pillow is positioned for allowing a child's head to rest thereon.