The Horseman Bundle is almost certain to appear in the avatar shop in October 2021.

Will headless come out 2020 Roblox?

Roblox on Twitter: "Headless Horseman is coming back to the Catalog on Oct 13 ?… "

When can you get the headless head in Roblox 2021?

Based on its track record, players can expect the bundle's arrival at the beginning of October.