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Best Woodstock Performances: 15 Acts That Defined The Festival

The best Woodstock performances mark the high point of the 60s counterculture, underlining festival’s groundbreaking contribution to music.

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Photo: Hulton Archive/Getty Images

No other music festival quite encapsulates the idealism of the 60s like Woodstock. This remarkable event, held at Max Yasgur’s 600-acre dairy farm, near White Lake in Bethel, upstate New York, is widely regarded as the defining moment of the late 60s counterculture. As such, the best Woodstock performances don’t just mark high points among the “three days of peace and music” the festival sought to provide, they stand as some of the most iconic musical moments written into history.

Woodstock Festival was up against it from the outset. Eventually sprawling over much of four days (August 15-18 1969), it was blighted by relentless rain, bad drugs, and on-site facilities to give modern festivalgoers the fear. Yet, despite its flaws, Woodstock pulled through. It’s now rightly regarded as a pivotal event in rock’n’roll history whose most lasting legacy is its groundbreaking music.

Here are 15 of the best Woodstock performances. Think we’ve overlooked any? Let us know in the comments section.

15: Joan Baez

In theory, Joan Baez was the headlining act on Woodstock’s first night. However, due to the interminable delays and seat-of-the-pants organization that characterized the entire event, the folk star didn’t make it on stage until the early hours of Saturday morning. Consequently, she greeted the crowd with a gentle “good morning” and opened her set with “Oh Happy Day.” Dedicating songs to her imprisoned, draft-resisting husband, David Harris, she performed rousing versions of “Joe Hill” and Bob Dylan’s “I Shall Be Released,” and finished on a high, leading the crowd in a fitting singalong of the civil-rights anthem, ‘We Shall Overcome’. (After 50 years, her full performance has been released digitally for the first time.)

We Shall Overcome (Live At The Woodstock Music & Art Fair / 1969)

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14: Crosby, Stills, Nash And Young

You could argue this should just read “Crosby, Stills And Nash”, as Neil Young only performed two songs and flatly refused to be filmed for Michael Wadleigh’s Woodstock documentary. However, while nerves prevailed, and the superstar outfit were only playing their second gig (“We’re scared s__tless”, Stills announces at one point), they still delivered an inspired set, splitting their show into acoustic and electric sections which included classics such as “Guinnevere’, “Marrakesh Express” and “Mr. Soul.”

Crosby, Stills & Nash (Live) - Suite: Judy Blue Eyes

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13: Canned Heat

While the rain finally stopped for a while on Saturday afternoon, the creativity also threatened to dry up onstage, with forgettable afternoon sets from blues-rocker Keef Hartley and whimsical folk outfit The Incredible String Band. Up next, however, were Canned Heat, whose heavyweight blues-rock was just the ticket to revive flagging spirits. Playing for around an hour, the Californian stalwarts got the festival back on track, with “On The Road Again,” “Going Up The Country” and the rollicking, 26-minute “Woodstock Boogie” all receiving a suitably enthusiastic response.

Woodstock 1969 Canned Heat Woodstock Boogie-Part 1 HD

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12: Ten Years After

Alvin Lee’s talented UK blues-rockers Ten Years After were already making waves in the US, having delivered feisty sets at the Newport Jazz Festival and the Seattle Pop Festival during the summer of 1969. With high points including a fantastic performance of Sonny Boy Williamson’s “Help Me” and a full-tilt rendition of “I’m Going Home,” their fierce Woodstock set catapulted them into the mainstream courtesy of “I’m Going Home,” which featured in Michael Wadleigh’s much-acclaimed 1970 documentary.

I'm Going Home (Live at Woodstock)

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11: Jefferson Airplane

Jefferson Airplane was meant to close the Saturday night at Woodstock, but, like Joan Baez, they ended up performing the following morning, finally taking to the stage at around 8:00 am on Sunday. By way of an introduction, singer Grace Slick said, “All right, friends, you have seen the heavy groups, now you’ll see morning maniac music.” But despite the lateness/earliness of the hour, the San Franciscans duly delivered one Woodstock’s best sets, including landmark hits “Somebody To Love,” “Volunteers” and their psych-rock classic “White Rabbit.”

Somebody to Love (Live at The Woodstock Music & Art Fair, August 17, 1969)

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10: Richie Havens

Chaotic from the outset, Woodstock was meant to kick off at 3:00 pm on Friday, August 15. However, festival openers Sweetwater was still stuck in traffic long past their scheduled slot, so, at just after 5:00 pm, festival MC Chip Monck thrust singer-songwriter Richie Havens onstage to open the proceedings with what became a legendary performance lasting well over two hours. Clad in a magnificent orange robe, the Brooklyn-born folkie struck up “From The Prison” and went on to captivate the crowd, spontaneously improvising one of his greatest songs, “Freedom’, on the spot. The subsequent Woodstock movie helped Havens reach a worldwide audience and, when he died in 2013, his ashes were scattered from the air over the festival site.

Richie Havens - Freedom at Woodstock 1969 (HD)

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9: Country Joe And The Fish

Country Joe McDonald played twice at Woodstock: firstly, on the Saturday as an impromptu solo act, then on Sunday with his band Country Joe And The Fish. However, it was the solo performance that still resonates to this day. Before his final song, he engaged the audience in what he and his band called the “Fish Cheer”: a chant that would normally spell out “F-I-S-H.” This time around, however, McDonald switched it to, “Gimme an ‘F’, gimme a ‘U’, gimme a ‘C’, gimme a ‘K’… what’s that spell?” “F__k!” the audience roared in unison. Following up, McDonald led the crowd in a 400,000-person singalong for his most famous song, the anti-war anthem “I-Feel-Like-I’m-Fixin’-To-Die Rag,” going down in history before he even left the stage.

Country Joe McDonald - I-Feel-Like-I'm-Fixin'-To-Die Rag

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8: The Band

Local Catskills residents The Band were reputedly the first group offered a slot at Woodstock, but thanks to Albert Grossman, manager of their primary employer, Bob Dylan, few outside of the festivalgoers heard the evidence until five songs from their Sunday-night set were finally included on the 2009 box set Woodstock: Forty Years On. That’s a great shame, for the pioneering Americana legends delivered one of Woodstock’s most sublime performances, airing tracks from their epochal debut album, Music From Big Pink, among them classics such as “Tears Of Rage,” “This Wheel’s On Fire” and their signature hit, “The Weight.”

The Band ... the Weight 1969 @ woodstock live

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7: Joe Cocker

Joe Cocker’s star was already in the ascendency after his magnificent, soul-flavored version of The Beatles’ “With A Little Help From My Friends” topped the UK charts in November 1968 and his album of the same name cracked the Top 40 of the Billboard 200. His widely-celebrated Woodstock appearance, however, made him a household name. Accompanied by his group, The Grease Band, the Sheffield soul belter had to be helicoptered into the site due to the huge crowds, but his heartfelt set (including “Let’s Go Get Stoned,” Dylan’s “Just Like A Woman” and the inevitable Beatles song) lifted the throng, despite the rainstorm that followed their performance.

With A Little Help From My Friends (Live At Woodstock 1969)

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6: Sly And The Family Stone

Though it ran horrendously behind schedule, Woodstock’s Saturday line-up was the stuff of legend, involving Creedence Clearwater Revival, Janis Joplin, and The Who. Sandwiched between Joplin and Pete Townshend’s troops, Sly And The Family Stone eventually took to the stage at 3.30 am on Sunday morning. Despite the pouring rain, their celebratory funk was a revelation and their hit-stuffed set (“Everyday People,” “Dance To The Music,” “I Want To Take You Higher”) gave the beleaguered crowd the shot of energy they so desperately needed.

Medley: Higher/Music Lover (Live at The Woodstock Music & Art Fair, August 17, 1969)

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5: Creedence Clearwater Revival

Creedence Clearwater Revival’s fierce, professionally-executed performance at Woodstock was thrown into even sharper relief as they followed on from Grateful Dead, whose rambling, 90-minute set was blighted by electric shocks and all manner of equipment and PA-related problems. CCR leader John Fogerty was not amused by the festival’s haphazard organization (he insisted they be omitted from Michael Wadleigh’s documentary), yet his band still rampaged through a blistering set including signature hits “Proud Mary,” “Born On The Bayou” and “Bad Moon Rising,” as their recently released Live At Woodstock album reveals.

Creedence Clearwater Revival "Proud Mary" (Live at Woodstock)

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4: Santana

If timing is everything in rock’n’roll, then Carlos Santana’s appearance at Woodstock couldn’t have been more perfect. When he took to the stage at Yasgur’s Farm on the Saturday afternoon, the precocious young guitarist was still a relative unknown, but his spellbinding slot turned him into an overnight success, with his debut album, Santana, subsequently peaking at No.4 in the US. His band’s nimble Latin-rock fusion caused a sensation at Woodstock, with Santana’s phenomenal guitar playing and Michael Shrieve’s drum solo during the colossal ‘Soul Sacrifice’ providing one of the festival’s legend-enshrining moments.

Santana - Evil Ways 1969 "Woodstock" Live Video Sound HQ

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3: Janis Joplin

One of the unfettered highlights of her tragically short career, Janis Joplin’s Woodstock slot reminded the world of her truly exceptional talent. Though taking to the stage 10 hours behind schedule (at around 2:00 am on Sunday morning), Joplin performed a choice set, complete with brass section, which came off more like a Stax soul revue. Highlights included “Summertime’, “Piece Of My Heart,” “Kozmic Blues” and the inevitable “Ball And Chain,” but really the whole thing was an absolute tour de force that played like a trailer for her then-imminent I Got Dem Ol’ Kozmic Blues Again, Mama! album.

Ball And Chain (Live at The Woodstock Music & Art Fair, August 17, 1969)

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2: The Who

Woodstock may have been billed as “three days of peace and music”, but The Who were anything but mellow when they took to the stage at a delirium-inducing 5:00 am on Sunday morning. Tanked up and intense, the UK rock icons screamed through a scorching, hour-long set which included hits and deep cuts (“I Can’t Explain,” “My Generation,” “Heaven And Hell”), and a truncated version of their rock opera Tommy. The music comes first, but their performance is also famous for Pete Townshend yelling at Abbie Hoffman, “F__ off! F__k off my f__king stage!” after the pro-LSD political activist foolishly attempted to gatecrash the band’s set.

The Who – See Me, Feel Me – Live at Woodstock 1969

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1: Jimi Hendrix

Though meant to run across three days, Woodstock’s disorganization meant it sprawled into the morning of Monday, August 18, 1969, with Blood, Sweat And Tears, Crosby, Stills Nash And Young, The Butterfield Blues Band, and more plowing on well after midnight. Huge chunks of the crowd had already drifted away, but after Sha Na Na’s novelty doo-wop set, headliner Jimi Hendrix finally shuffled onstage to play for the 30,000 souls that remained after 8:00 am. In truth, his loose, two-hour set with his short-lived Gypsy Sun And Rainbows ensemble fell some way short of his greatest live performance, yet it arguably remains his most iconic. That’s primarily because of his extraordinary rendition of “The Star-Spangled Banner”: a widely-acclaimed interpretation which, for many, reflected the turmoil and social change witnessed by this most idealistic of decades.

Jimi Hendrix -The Star Spangled Banner (Live at Woodstock)

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Looking for more? Discover the full story behind Woodstock, the bands that played, and the festival’s lasting impact.

7 Comments

7 Comments

  1. DB

    August 16, 2020 at 2:11 am

    CS&N didn’t want to be on the soundtrack because the quality of the performance sucked. What you hear is not all live from Woodstock.

  2. Paul looby

    February 3, 2021 at 12:32 am

    Bollix canned heat ran a muck

  3. Sara

    April 5, 2021 at 7:02 pm

    The Who OWNED Woodstock!

  4. Brumus

    August 17, 2021 at 6:27 am

    Jefferson Airplane’s entire set was filmed. RELEASE IT!!!

  5. thinkerly

    August 17, 2021 at 9:29 pm

    We who were involved in the anti-war movement thought that Hendrix risked being murdered for that performance.

  6. Dee Mencha

    January 2, 2022 at 3:30 pm

    Best live music concert in history. But no way would I have gone and sat in rain starving for 3 days.

  7. timothy scott

    May 21, 2022 at 11:12 pm

    Mountain played a great set on Saturday night, starting around 9.pm.

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