Anne Carey, later Countess of Clanbrassil, was the daughter of Henry Carey, second Earl of Monmouth, and Martha Cranfield. According to a family history, the Countess of Clanbrassil was a “very handsome and witty” woman who was “extraordinary in knowledge, virtue, and piety.” This portrait was likely painted on the occasion of her engagement to James Hamilton, heir of a Scottish family that had received large land grants in Northern Ireland. Lady Anne strides to the left in an Arcadian landscape, with the boulder behind her framing a woodland vista. Van Dyck reused this backdrop in other portraits, catering to the taste of English aristocrats who sought refuge from an increasingly unstable political situation in pastoral fantasies.