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If a Ranger has dragons and humanoids chosen as their favored enemies, would they be able to benefit from this feature if tracking a druid (humanoid) while in Wild Shape (beast)?

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No, not while they are shaped out of the favored enemy type

While in wild shape the Druid is considered a beast in all respects that are laid out in the rules for Wild Shape.

Your game statistics are replaced by the statistics of the beast [..]

This means that while wild shaped, the Druid is no longer a humanoid but is the type of the beast. So, the ranger would no longer get advantage on checks to track the Druid while in that form.

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    \$\begingroup\$ Huh, never realized the creature type transfers. Does that mean you could cast Animal Messenger on a druid wildshaped as a tiny creature? \$\endgroup\$
    – Pink Sweetener
    Oct 29, 2018 at 17:51
  • \$\begingroup\$ @PinkSweetener: Technically I see no reason why not, though it would be a very strange way to use it. \$\endgroup\$
    – Rubiksmoose
    Oct 29, 2018 at 17:54
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    \$\begingroup\$ re:animal messenger - Could be a rather tricky way to RAW get rid of an enemy druid for 24 hours. Or to deliver them to the authorities. (Most DMs would put a stop to this somehow, but it's a really cute idea). \$\endgroup\$
    – Gandalfmeansme
    Oct 29, 2018 at 18:57
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    \$\begingroup\$ @pink sweetner, that deserves its own question \$\endgroup\$
    – Garret Gang
    Oct 29, 2018 at 20:38
  • \$\begingroup\$ Tricksy, sneaky druids and their wildshaping! :) \$\endgroup\$
    – Senmurv
    May 15, 2021 at 16:22

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