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Entry 3 senses · 3 variants Webster, 1913

Windward

/wĭn'-dwẽrd/ · Wind·ward · IPA /ˈwɪndwə(ɹ)d/
01 n. The point or side from which the wind blows; as, to ply to the windward; -- opposed to leeward.
  1. 1.
    The point or side from which the wind blows; as, to ply to the windward; -- opposed to leeward.
Phrases & compounds
To lay an anchor to the windward — a figurative expression, signifying to adopt precautionary or anticipatory measures for success or security.
02 a. Situated toward the point from which the wind blows; as, the Windward Islands.
  1. 1.
    Situated toward the point from which the wind blows; as, the Windward Islands.
03 adv. Toward the wind; in the direction from which the wind blows.
  1. 1.
    Toward the wind; in the direction from which the wind blows.