Home Music Music Lists

Jerry Garcia’s 50 Greatest Songs

From country-rock gems to exploratory jams, from Grateful Dead classics to solo high-points, here’s the ultimate guide to an epic musical life

Jerry Garcia of the Grateful Dead performs at Cal Expo Amphitheatre on August 14, 1991 in Sacramento, California.

Tim Mosenfelder/Getty Images

Related: Grateful Dead Ultimate Album Guide

Just as the Grateful Dead were more than just a “jam band,” Jerry Garcia was more than just the affable Captain Trips of the scene. Over the roughly 35 years that he wrote and recorded songs with the Dead and on his own, Garcia was an uncommonly eclectic musician — equally at home with folk, bluegrass, electronic music, old-timey ballads, country, reggae, and Chuck Berry-style rock & roll. Nor was he simply “Jolly Jerry,” as his longtime lyrical collaborator, Robert Hunter, told Rolling Stone in a 2015 interview. “That man had an agony almost that he had to fight,” Hunter said. “I suppose it had something to do with losing his dad so young, and possibly his finger getting chopped off. Who knows, but there was a decided darkness to him. But you know, what great man doesn’t have that? His bright side, his ebullient side, far seemed to outweigh [it]. The darkness came into his music a lot. And without it, what would that music have been?”

All those sides of Garcia — musically and internally — emerge in this collection of the 50 greatest songs that he performed with the Dead and from his solo records.

[Find GarciaLive Albums Here]

From Rolling Stone US

Play video

Leni Sinclair/Getty Images


“That’s It for the Other One,” ‘Anthem of the Sun’ (1968)

The core of this sprawling multipart composition is sung by Weir. But the breathtaking guitar runs that define it are pure Sixties Garcia. He sings the dark opening section (subtitled “Cryptical Envelopment”), which he wrote himself and described as “an extension of my own personal symbology for ‘Man of Constant Sorrow,’ the old folk song.” The grim verses are delivered with gentle empathy, until they ramp into the crashing instrumental section, played in breakneck 12/8 time.

Play video

Ed Perlstein/Redferns/Getty Images


“U.S. Blues,” ‘From the Mars Hotel’ (1974)

For a relatively straightforward boogie, this enduring shuffle equating the symbol of America with showmen like P.T. Barnum had a somewhat tortuous history. Starting out in 1973 as “Wave That Flag,” it was dropped from the set but then revised, retitled and recorded after Garcia picked through an estimated 300 verses supplied by Hunter. “It’s a matter of carving them down to ones that are singable,” Garcia said. Although the song continued to evolve onstage, it never failed to capture Garcia’s wariness of the Man. On the Dead’s 1979 and 1980 tours, he slipped in a reference to the Shah of Iran.

Play video

Bob Minkin/MediaPunch/IPx/AP


“Bird Song,” ‘Garcia’ (1972)

Written in memory of Janis Joplin, “Bird Song” shows how, even when dealing with the most potent material (here, the death of a good friend at age 27), Garcia and Hunter could be deeply consoling without ever lapsing into the maudlin or sentimental. “Fly through the night,” Garcia instructs soulfully, “sleep in the stars.” Debuted on his first solo album, reprised on the acoustic live album Reckoning, and frequently used as the basis for a ruminative first-set jam over the years, it’s a eulogy whose Zen-like simplicity and lilting, buoyant delivery make it remarkably uplifting.

Play video

Eric Risberg/AP


“Touch of Grey,” ‘In the Dark’ (1987)

The Dead’s only top 10 hit was intended for a Hunter solo album, but Garcia heard the song and reworked it, after which it became part of the Dead’s live set. Garcia called Hunter’s original a “dry, satirical piece” about not changing with the times, but, he added, “I heard something else coming through” — namely, a hook-y “I will get by” chorus. Although the song was written before Garcia’s 1986 coma scare, many interpreted it as the story of his survival. At their first concert after his illness, Lesh remembered, “The roar of joy that greeted [Garcia] after he sang the line startled even him.”

Play video

Jorgen Angel/Redferns/Getty Images


“Brown-Eyed Woman,” ‘Europe ’72’ (1972)

With its wistful nostalgic evocation of a small-town family torn apart by a mother’s death (and her husband’s love for killer whiskey), this showcased some of Hunter’s most vivid lyrics. On the Europe ’72 version and subsequent live takes, it was also a forum for some of Garcia’s tastiest solos and most expressive singing, especially on the song’s bridge. “I don’t really very often relate to the characters in the songs. … Something else happens to me with Hunter’s songs that I think is more special,” he said. “And that’s the thing of them coming from a world…and I feel like I’m in that world.”

Play video

Larry Hulst/Michael Ochs Archives/Getty Images


“Stella Blue,” ‘Wake of the Flood’ (1973)

When Garcia first recorded this come-down ballad, he admitted that it was his magisterial melody that appealed to him. “I was so proud of it as a composer — ‘Hey, this is a slick song!’” he recalled. Only later in life, after his own ups and downs, did Garcia fully connect with Hunter’s lyrics about “broken dreams and vanished years,” written in New York City’s Chelsea Hotel in 1970. “That’s a good example of a song I sang before I understood it,” Garcia said. “It has a sort of brittle pathos in it that I didn’t get until I’d been singing it for a while.” Live, the Dead sometimes played so slowly it seemed to stop time.

Play video

Paul Natkin/Getty Images


“Franklin’s Tower,” ‘Blues for Allah’ (1975)

Should deadheads be thanking Lou Reed for one of Garcia’s bounciest songs? Maybe: Garcia admitted that the melody of “Franklin’s Tower” was inspired by the doo-dooing “colored girls” part of Reed’s “Walk on the Wild Side.” An apt finale to “Help on the Way” and “Slipknot!” on Blues for Allah, the song captured a brighter, more infectious side of Garcia’s music. Hunter’s lyrics, even by his standards, are a mystery. Who was Franklin, and where was his tower? Hunter once suggested a connection between Ben Franklin, the Liberty Bell and the Declaration of Independence.

Play video

Guy Palmiotto/AP


“Scarlet Begonias,” ‘From the Mars Hotel’ (1974)

A tribute to a free-spirited hippie muse with “rings on her fingers and bells on her shoes” — in other words, the kind of girl who showed up at Dead gigs — this bouncy, jumping-bean fan favorite inspired decades of speculation on who it was about. Onstage in 2002, Hunter finally clarified the inspiration behind the song — his wife, Maureen, whom he met in England (where the song is set). For his part, Garcia turned the song into one of the Dead’s funkiest tunes. “It definitely has a little Caribbean thing to it, though nothing specific,” Garcia said. “It’s also its own thing. I think I got a little of it from that Paul Simon ‘Me and Julio Down by the Schoolyard’ thing.” The studio version was also a showcase for singer Donna Godchaux, who added an evocative wordless coda. Although Hunter generally frowned on any revisions to his words, Garcia did make one tweak to Hunter’s original lyric, changing “the love that’s in her eye” to “the look that’s in her eye.”

Play video

Clayton Call/Redferns/Getty Images


“Sugaree,” ‘Garcia’ (1972)

Perhaps the toughest tale in the Garcia-Hunter songbook, “Sugaree” began as a live Dead song but ended up anchoring Garcia’s first solo album; as with the other songs on the record, Garcia played everything here except drums (courtesy Kreutzmann). On the surface, “Sugaree” might sound like a simple ode to a dancing hippie chick. But the singer warns that the heat is coming down — and he’s already planning to cut and run, leaving her with one last request: “Please forget you knew my name.”

“Sugaree” didn’t spell out the details of their outlaw connection – a drug deal? A revolutionary cell? A prostitution ring? (Hunter only said, “The song, as I imagined it, is addressed to a pimp.”) All we know is he won’t be with her “when they bring that wagon around.” Another staple of Dead shows, “Sugaree” stands as a prescient elegy for the Sixties, exploring the desperate paranoia around the fringes of the counterculture — and hinting at the dark chill lurking behind that benign Captain Trips smile.

Play video

Tim Mosenfelder/Getty Images


“St. Stephen/The Eleven,” ‘Live/Dead’ (1969)

One of the rare instances in which Garcia wrote with bassist and resident musical theoretician Phil Lesh, “St. Stephen” beautifully blends Garcia’s sweet lyrical spiraling with Lesh’s lust for shifty time signatures and muscular improv. Although the saint of that name was a Christian martyr stoned (no, literally) for supposed blasphemy, Hunter has long claimed he was writing more about a concept than a person — and was pleasantly surprised when the band set it to what he called “this up-against-the-wall-motherfucker arrangement.” Appearing on 1969’s Aoxomoxoa — an album famously mixed with the dubious help of nitrous oxide — it reached its recorded apotheosis later that year on Live/Dead, where Garcia’s guitar truly took flight, in tandem with “The Eleven,” a Lesh-Hunter song in 11/8 time. Inextricably linked, the two were occasionally separated in performance, but that never felt right. Together, the two songs became a vehicle for some of the hottest Dead interplay ever.

Play video

Paul Natkin/WireImage


“Wharf Rat,” ‘Grateful Dead’ (1971)

Garcia was at his grittiest on this Skull & Roses track, a hard-luck dirge about hanging out by the docks and meeting a blind old boozer who asks you for a dime. The wino’s name is August West, and his story is a rough one: “Half my life I spent doin’ time for some other fucker’s crime/The other half found me stumblin’ around drunk on burgundy wine.” Although the old man swears he’ll get back on his feet someday, Garcia’s winter-is-coming guitar solo suggested harder times lie ahead — and by the end of the song, the singer realized he has way too much in common with the Rat. Despite its downbeat mood, “Wharf Rat” remained a live second-set staple right up to the band’s final shows in 1995. The Dead never tackled it in the studio — the Skull & Roses version was recorded at the Fillmore East in April 1971, with Garcia side-band sidekick Merl Saunders later overdubbing gospel-flavored organ. Garcia later titled one of his pieces of artwork after this song, suggesting how much it spoke to him.

Play video

Michael Ochs Archives/Getty Images


“Bertha Grateful,” ‘Dead’ (1971)

“Bertha” was always one of the Dead’s surefire roof-raisers, often kicking off the first set with a blast of primal rock & roll boogie. As Garcia boasted when this Hunter-Garcia song was released on the 1971 live double album, always known to fans as Skull & Roses, “People can see we’re like a regular shoot-’em-up saloon band.” The character in question wasn’t actually a woman. The year after it was released, Garcia told Rolling Stone that the original Bertha was a malfunctioning electric fan in the band’s office. Since the fan would bounce across the office floor after it was turned on, it became a symbol of “whoever it is you don’t want to come around anymore.” But “Bertha” also plays on Garcia’s image as a footloose drifter, always on the run from oppressive forces. The song took on a new resonance after his notorious 1985 drug bust in Golden Gate Park: During Dead shows, the crowd would never fail to cheer wildly when Garcia sang the line, “Test me, test me/Why don’t you arrest me?”

Play video

Robert Altman/Michael Ochs Archives/Getty Images


“Ripple,” ‘American Beauty’ (1970)

During the festival express railway tour of 1970, which featured the Dead, the Band, Janis Joplin, Delaney and Bonnie, and others touring Canada by train, Garcia sat on the tracks one day with a copy of Hunter’s latest lyrics. Effortlessly, a fully formed song emerged; as Garcia later noted, “It just seemed to happen automatically.” Echoing Walt Whitman’s “Song of Myself” and the Bible’s 23rd Psalm, Hunter’s verses were written in England in 1970 over a bottle of Greek retsina during a productive afternoon that also birthed “Brokedown Palace” and “To Lay Me Down.” The song is nothing less than an existential sermon, with Garcia preaching as fellow traveler rather than rock messiah. “I don’t know, don’t really care,” he croons, followed by a summing-up declaration that — of all the gems Hunter penned for the singer’s woolly tenor — might as well be his epitaph: “Let there be songs, to fill the air.” While beloved by fans, “Ripple” never quite became a Dead concert staple beyond their infrequent tours with unplugged sets.

Play video

Tim Mosenfelder/Getty Images


“Friend of the Devil,” ‘American Beauty’ (1970)

“I thought that was the closest we’ve come to what may be a classic song,” Hunter once said of this enduring standard (since covered by everyone from Lyle Lovett to Tom Petty and the Heartbreakers). It may also be the Dead’s best story song. The sheriff in pursuit of the bigamist fugitive narrator places the song in the tradition of outlaw narratives like Johnny Cash’s “Folsom Prison Blues,” Marty Robbins’ “El Paso” (a Weir-sung Dead staple) and Townes Van Zandt’s “Pancho and Lefty.” Garcia’s gently amused delivery, especially on lines like “I’ll spend my life in jail,” makes him sound more Merry Prankster than gunslinger. Tellingly, though, Hunter wrote the lyrics during early sessions with the New Riders of the Purple Sage, the country-rock outfit that briefly featured Garcia as a member. And although it was co-written with both Garcia and the New Riders’ John Dawson, it wound up as a highlight of American Beauty, perhaps the greatest iteration of the Dead’s cosmic Wild West Americana.

Play video

Bob Minkin/MediaPunch/IPx/AP


“Eyes of the World,” ‘Wake of the Flood’ (1973)

Garcia once said he had no special memory of writing one of the Dead’s most beautiful, exploratory jams: “I do remember that basically it wanted a samba feel,” he said. “It was kind of a Brazilian thing.” On the studio version on the band’s first self-released album, “Eyes of the World” had no distinct beginning or end, but onstage, it truly blossomed. In between verses, the Dead would routinely revel in improvisation; in later years, Branford Marsalis would often join them for it, playing up the song’s jazz roots. With Garcia’s never-sweeter leads pushing the band on, the song continued to evolve throughout the years, speeding up in tempo, and later being used as a transitional song appearing after “Estimated Prophet” more than a hundred times. “The interesting [transitions] are the ones that have a lot of interim playing possibilities, like ‘Estimated Prophet’ into ‘Eyes of the World’ — even though that’s one we do a lot,” Garcia said. “They have an interesting key relationship to each other.”

Play video

Paul Ryan/Michael Ochs Archives/Getty Images


“Dark Star,” ‘Live/Dead’ (1969)

The mothership of all dead jams, which regularly stretched toward and often beyond 30 minutes, “Dark Star” was always powered by Garcia’s radiant lead lines. In the best live versions — among them, the February 1969 Fillmore West take canonized on Live/Dead and the February 1970 Fillmore East late-show journey (Dick’s Picks 4), with its jaunty sunburst at the 19-minute mark — Garcia opened melodies into melodies like a morphing fractal zoom. Hunter wrote the lyrics in 1967, the first verse arriving while he listened to the band rehearsing a new song. “The music seemed to be saying that,” Hunter recalled, “and I transcribed it.” (The remaining lines came later, written in the Golden Gate Park Panhandle, according to Hunter, after sharing a joint with a stranger.) A recording was made and released as a single in 1968, but it tanked and never appeared on a studio album. No matter: Compared to what “Dark Star” would become, it was but a road map scrawled on a napkin.

Play video

Chris Walter/WireImage


“Uncle John’s Band,” ‘Workingman’s Dead’ (1970)

A gentle acoustic ballad with a deceptively fierce spirit, “Uncle John’s Band” sums up the soul of Jerry Garcia and how he saw himself and the Dead. With a title that references his middle name, it offers an image of a singer and his violin by the riverside, bringing a ragtag bunch of misfits and outcasts together into a community. Garcia and Robert Hunter wrote “Uncle John’s Band” at the very end of the Sixties, when their community seemed on the verge of collapse — the Dead played the finished song live for the first time in December 1969, two nights before the chaotic, death-stained Altamont debacle. (The song itself began to take shape when the Dead sent a tape of an instrumental jam to Hunter, who then wrote words to it, starting with, “Goddamn, Uncle John’s mad!”) You can hear a Latin lilt to the bongos and guitar, but the original inspiration came from elsewhere.

As Garcia recalled, “At that time, I was listening to records of the Bulgarian Women’s Choir and also this Greek-Macedonian music, and on one of those records, there was this little turn of melody that was so lovely that I thought, ‘Gee, if I could get this into a song it would be so great.’ So I stole it!” With Garcia, Bob Weir and Phil Lesh joining their fragile voices to proclaim their hippie tribalism as part of a great homegrown American tradition, “Uncle John’s Band” became the Dead’s most idealistic song, but also their most resilient and defiant. As Hunter says of his lyric, “It was my feeling about what the Dead was and could be. It was very much a song for us and about us, in the most hopeful sense.”