A head and neck support device includes first and second head support members that may be positioned in complimentary opposing locations to a rear area of the head. Each head support member comprises a substantially rectangular shaped pillow that may be affixed to headwear (e.g., hat) or a headband. The first and second head support members are configured to complimentarily support and distribute a weight of the head to substantially bypass a neck or the wearer and effectuate translation of the forces of gravity (somewhat equally) to the sides of the head of the wearer.