On August 15th, 1969, four hundred thousand Americans gathered around Max Yasgur’s dairy farm in White Lake, New York. Fashioned to familiarize the concepts of free love, radical hippie movements, and drug culture, America presented one of the most inspiring and liberating music festivals of its time, Woodstock. The festival brought a great deal of noted musical artists to take part in the counterculture’s strategy in putting an end to the Vietnam War. The festival was able to flock together the American youths who had opposed views towards war. Woodstock furnished an alternative community for those who promoted peace and free-love known as the “hippie” community. With the Vietnam War happening half the world away, people’s stress towards the loss of great numbers of soldiers in the war grew and found no reason in their country’s inclusion in the mishap, especially the youths of the era due to their rebellious ideologies. This investigation will answer the question “How and to what extent did Woodstock influence the anti-war movement in the United States particularly during the Vietnam War between 1969 and 1975?” Society was slowly becoming segregated between people who supported it and those who opposed it. This gave Americans an initiative to bring the anti-war movement to light by taking control over mass media and altering people’s views regarding the Vietnam War. Throughout its development, Woodstock was argued to be just a group of people listening to music and did not create any effect in aiding the countercultural anti-war movement. Tom Wells states that the countercultural movement would have been more efficient and succeeded in ways more than one if it hadn’t focused so much on developing an attractive media-driven coating to attract youth.