A research adventure on closeness and separateness in psychoanalysis is presented. The theme is explored through the author's daydreams evoked by clinical encounters. These are analyzed and metaphorically illustrated with psychoanalytical theories in dialogue with Tove Jansson's Moominland Midwinter. Closeness is likened to “mother's house” and separateness to “midwinter.” Vacillation between and balancing of “mother's house” and “midwinter” following the patient's and the dyad's unique needs are suggested as pivotal for psychic development and creativity. A conclusion is that the author's practice can be enhanced by letting the cool winds and the mysteries of “midwinter” in.