Woodstock, officially known as The Woodstock Music and Art Fair, took place on August 15-18, 1969, on the dairy farm of Max Yasgur, in Bethel, New York State, about 60 miles southwest of the town of Woodstock, New York, the planned original site for the event. Presented are two promoter vests for the event. The consignor's aunt was the bookkeeper for the 1969 Woodstock promoters, and she was gifted these vests from the promoters after the festival. Woodstock had 32 acts who performed on an outdoor stage despite overcast and sometimes rainy weather, food shortages, and inadequate sanitation. Tickets to the event sold for $18 in advance and $24 at the gate. The promoters for the event were Michael Lang, Artie Kornfeld, John Roberts, and Joel Rosenman. Planning for the event started in early 1969 in New York City, with Woodstock, New York, being the original choice for the location. Over the next seven months, the town of Woodstock prevented the event being held in its town, and after other possible location sites fell through, Bethel, New York, on Max Yasgur's farm, became the actual location, but with only weeks until the scheduled start of the concerts, there wasn't time for proper planning. The promoters stated that they expected 50,000 persons at the event; an estimated 500,000 showed up. The event was a watershed happening, both in music and culturally.

Because there was not enough time to erect enough ticket booths and fences in the concert area, a great many of the attendees just walked onto the site, for free. Richie Havens became the opener act. Some of the other acts: Arlo Guthrie, Joan Baez, Santana, The Grateful Dead, Janis Joplin and the Kozmic Blues Band, The Clarence Clearwater Revival, Crosby, Stills, Nash and Young, Blood, Sweat, and Tears, and in the closing act on Monday morning, Jimi Hendrix, with his iconic psychedelic rendition of the National Anthem. The promoters went approx. 1.4 million dollars in debt after the concert, but they recouped their money in profits later made from the film Woodstock, a 1970 release which won an Academy Award for Best Documentary Feature. 

It is not known from exactly which of the promoter vests were obtained. 1) A tan vest with a collar tag reading, "Lot/Medium". The vest has a height of approx. 19.5" and a width of approx. 19.5". On the back is a circular Woodstock logo, with a diameter of 9.75". This vest weighs approx. six ounces. The logo was created by Arnold Skolnick, and it features a white bird sitting on the fret end of a guitar, with one hand near the frets. The original Skolnick design had the bird perched on a flute, but that design was changed to one with a guitar. The vest exhibits good use, with numerous stains, mostly small and a few, light abrasions. 2) The other promoter's vest is made of a light tan leather. There are no tags or other markings on this vest. This vest is approx. 25" in height and approx. 19" in width. It weighs approx. 17 ounces. There are eight leather, 15" tassels, with a pair of tassels on each side of the front and each side of the back. The vest shows light use. It has a few very small, minor stains and is in very good overall condition. The two promoters' vests make a tangible connection to a countercultural music event that is regarded, as much or more than anything else, as defining the unrest, coupled with the "peace and love", of 1960s' America.