The isolating, confining, and extreme environment of Antarctica presents a number of psychological and physiological challenges and stressors to those who choose to stay over during the winter months. The winter-over syndrome is a combination of conditions which can develop due to such challenges and stressors. This literature review looks into what may trigger certain conditions (such as insomnia and depression) associated with the winter-over syndrome and offers some possible solutions to help counteract and minimise their occurrences. Counter measures such as maintaining a synchronous group sleep schedule, good sleep hygiene, regular activities both social and otherwise, as well as frequent exercise may prove helpful for future interplanetary/stellar travellers.