"Woody 'n' You" is a fiery rendition of Dizzy Gillespie's bebop classic from Miles Davis's 1956 Prestige album Relaxin' with the Miles Davis Quintet. Set in a 32-bar AABA form in D-flat at approximately 262 bpm, the tune's complex bebop harmony and fast tempo provide a demanding framework for improvisation. Davis opens with three trumpet choruses that demonstrate his ability to navigate challenging changes while maintaining his characteristic melodic clarity, his approach to Gillespie's music reflecting his own cooler aesthetic rather than imitating his mentor's pyrotechnics. John Coltrane follows with three intense tenor saxophone choruses, his dense harmonic explorations contrasting with Davis's spare elegance. Davis returns for a brief half-chorus before yielding to drummer Philly Joe Jones for a half-chorus drum solo. The performance captures the Davis quintet engaging directly with the bebop tradition that formed their musical foundation, proving that they could play the founders' music with both respect and originality. The album's famously relaxed recording session, one of several marathon dates organized to fulfill Davis's Prestige contract, paradoxically produced some of the most vital music of his career.