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Woodstock Music & Art Fair (informally, Woodstock or The Woodstock Festival) was a music festival, billed as "An Aquarian Exposition", held at Max Yasgur's 600 acre (2.4 km²; 240 ha, 0.94 mi²) dairy farm in the rural town of Bethel, New York from August 15 to August 18, 1969. Bethel, in Sullivan County, is 43 miles (69 km) southwest of the town of Woodstock, New York, in adjoining Ulster County.

Thirty-two acts performed during the sometimes rainy weekend in front of nearly half a million concertgoers. It is widely regarded as one of the greatest moments in popular music history and was listed on Rolling Stone's 50 Moments That Changed the History of Rock and Roll.

The event was captured in a successful 1970 documentary movie, Woodstock; an accompanying soundtrack album; and Joni Mitchell's song "Woodstock", which commemorated the event and became a major hit for Crosby, Stills, Nash & Young.

Woodstock was initiated through the efforts of Michael Lang, John Roberts, Joel Rosenman, and Artie Kornfeld. It was Roberts and Rosenman who had the finances. They placed the following advertisement in the New York Times and Wall Street Journal under the name of Challenge International, Ltd.: “Young men with unlimited capital looking for interesting, legitimate investment opportunities and business propositions.”

Lang and Kornfeld noticed the ad, and the four men got together originally to discuss a retreat-like recording studio in Woodstock, but the idea evolved into an outdoor music and arts festival. There were differences in approach among the four: Roberts was disciplined, and knew what was needed in order for the venture to succeed, while the laid-back Lang saw Woodstock as a new, relaxed way of bringing business people together. There were further doubts over the venture, as Roberts wondered whether to consolidate his losses and pull the plug, or to continue pumping his own finances into the project.

Woodstock was designed as a profit-making venture, aptly titled "Woodstock Ventures". It famously became a "free concert" only after it became obvious that the event was drawing hundreds of thousands more people than the organizers had prepared for. Around 186,000 tickets were sold beforehand and organizers anticipated approximately 200,000 festival-goers would turn up. The fence was purposely cut by the UAW/MF Family in order to create a totally free event, prompting many more to show up. Tickets for the event cost US$18 in advance (approximately US$75 today adjusted for inflation) and $24 at the gate for all three days. Ticket sales were limited to record stores in the greater New York City area, or by mail via a Post Office Box at the Radio City Station Post Office located in Midtown Manhattan.

Woodstock Ventures made Warner Bros. an offer to make a movie about Woodstock. All Artie Kornfeld required was $100,000, on the basis that "it could have either sold millions or, if there were riots, be one of the best documentaries ever made," according to Kornfeld.

The influx of attendees to the rural concert site in Bethel created a massive traffic jam. Arlo Guthrie made an announcement that was included in the film that the New York State Thruway was closed. The director of the Woodstock museum discussed below said this never occurred. The facilities were not equipped to provide sanitation or first aid for the number of people attending; hundreds of thousands found themselves in a struggle against bad weather, food shortages, and poor sanitation.

Although the festival was remarkably peaceful given the number of people and the conditions involved, there were two recorded fatalities: one from what was believed to be a heroin overdose and another caused in an accident when a tractor ran over an attendee sleeping in in a nearby hayfield. There also were two births recorded at the event (one in a car caught in traffic and another in a helicopter) and four miscarriages. Oral testimony in the film supports the overdose and run-over deaths and at least one birth, along with many colossal logistical headaches.

Yet, in tune with the idealistic hopes of the 1960s, Woodstock satisfied most attendees. There was a sense of social harmony, the quality of music, and the overwhelming mass of people, many sporting bohemian dress, behavior, and attitudes.

After the concert Max Yasgur, who owned the site of the event, saw it as a victory of peace and love. He spoke of how nearly half a million people filled with possibilities of disaster, riot, looting, and catastrophe spent the three days with music and peace on their minds. He states that "if we join them, we can turn those adversities that are the problems of America today into a hope for a brighter and more peaceful future..."