Sleepy Hallow's STILL SLEEP ?? Is Out Now: 23 Songs, Under 55 Minutes

STILL SLEEP ?? album art: an animated Sleepy Hallow in a purple knit hat holding an umbrella on a pink desert planet, a DeLorean behind him
Artwork: STILL SLEEP ?? / Winners Circle / RCA Records

Sleepy Hallow's STILL SLEEP ?? is out. Apple Music lists the album's release date as Nov 13, 2026, through Winners Circle Entertainment and RCA Records, and its album page runs 23 songs. Added up from Apple's track times, the album comes in just under 55 minutes. KAZI broke down the announcement on Nov 9; this is the finished record.

Short songs, long list

Sleepy keeps things tight. Only one song on the album passes the three minute mark, and the shortest, "Calm 3," runs 1:50. Nineteen of the 23 land between two and three minutes, and three come in under two: "Mr. Brown," "Fine" and "Calm 3." The result is a long tracklist that moves fast.

STILL SLEEP ?? follows Still Sleep?, the 2021 album that ran 14 songs and arrived on June 2, 2021, carrying "2055." The new one is nine songs longer.

Sleepy Hallow: "Young & Dumb" (official video)

The singles inside

A good share of the album was already out before Nov 13. "Young & Dumb," which got its official video on Apr 24, 2026, sits at track 14. "Fine," featuring Brooklyn rapper Kyle Richh, follows at track 15; its official video went up on Aug 14, 2026. "Calm 3" first came out as a single in July 2025, and "Dirty Dan" leads in at track 4.

Six songs carry a guest, and the features are spread across the album, from Loe Shimmy at track 3 to DDG at track 16. Loe Shimmy appears on "Fallin'," and DDG joins Sleepy on "Win." The album closes with "X's and O's."

Apple Music

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