The time of the Winter Solstice, leading up to the New Year, can be an important time for practice, as we, like the plants, stop, as we open to not doing as much, to stillness, and to listening. We look at some of the background, across different cultures, for the celebration of the Winter Solstice. We then explore five themes, five metaphors of darkness, that can support our practice at this time: (1) the darkness as related to a stopping and becoming still, like the earth; (2) being able to be with difficulties, the darkness as a metaphor for difficulty or challenge; (3) going into the darkness of not knowing—the unknown, the mystery; (4) the darkness as generative and creative; and (5) the darkness as luminous, generating light, opening us to the light. The talk is followed by discussion.