The James Tiptree, Jr. Award is one of my favorites for a lot of reasons. The award was named after James Tiptree, Jr, aka Alice B. Sheldon, whose use of a male pen name, when discovered, prompted much discussion of whether the act of writing itself is gendered. The award was created by authors Pat Murphy and Karen Joy Fowler "for science fiction or fantasy that expands or explores our understanding of gender." Lastly, the award winner (or winners, as there are this year) not only gets a monetary prize, but an original piece of artwork related to their winning work, AND chocolate. The award is presented annually at WisCon in May, and the winners and honor list were recently announced:
Elysium by Jennifer Marie Brissett
Ascension by Jacqueline Koyanagi
Lagoon by Nnedi Okorafor
Various stories from Long Hidden: Speculative Fiction from the Margins of History were also cited on the Honor List and an added "further reading" list which can be found on the Tiptree web site.
Additionally, this year the Tiptree Fellowships were announced. This award is to support the work of emerging writers and artists who are doing work (not just writing, and not just in the sf/fantasy realm) that explores gender, "especially in its intersections with race, nationality, class, disability, sexuality, age, and other categories of identification and structures of power." Writers, artists, media makers, scholars, performers, musicians, and anyone else who sees their work within this framework are encouraged to apply. See more details here.