21 year old rapper has been consistently released great records since 2018, with clever bars, unique flows & samples Sleepy Hallow is definitely an Artist To Watch in 2021. Sleepy Hallow is a part of Winners Circle Entertainment along with Sheff G & Eli Fross, who are also from Brooklyn. The three were consistently releasing tracks & projects throughout 2020 and are gearing up for 2021.

Sleepy Hallow’s track Deep End Freestyle ft. Fousheè took off in spring of 2020 and was able to accumulate over 30 million views on the music video while racking up over 130 million streams on Spotify alone.

Check out the music video below:

We believe Sleepy Hallow and Sheff G should be heavily favored for the XXL Freshman list, as the two really are the face of the Brooklyn Drill scene in 2021. They have catalog and work ethic to take their career to the next level, as both of them released multiple projects and albums throughout the recent 12 months.

Check out some of Sleepy Hallow’s other tracks - Molly (feat. Sheff G) & Bestie:

Make sure to keep an eye on Sleepy Hallow all 2021 as we believe he is one of the best artists out of New York right now, check out his latest projects below - also available on all streaming platforms.