Trainwreck: Woodstock '99 backdrop
Documentary

The Best Episodes of Trainwreck: Woodstock '99 Season 1

Every episode of Trainwreck: Woodstock '99 Season 1 ranked from best to worst. Discover the Best Episodes of Trainwreck: Woodstock '99 Season 1!

Binge this in 2h 23mPeaking at 7.7/10

Woodstock 1969 promised peace and music, but its '99 revival delivered days of rage, riots and real harm. Why did it go so horribly wrong?

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Seasons1

Episode Rankings

  1. #1 Fan Favorite
    Trainwreck: Woodstock '99 Season 1 Episode 1 - How the F**k Did This Happen?
    7.5/10(731 votes)

    #1 - How the F**k Did This Happen?

    S1:E1

    The 1999 fest takes a hard swerve away from 1969 Woodstock co-creator Michael Lang's vision with a military base locale, profit focus and toxic vibe.

    Director:Unknown
    Writer:Unknown

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  2. Trainwreck: Woodstock '99 Season 1 Episode 2 - Kerosene. Match. Boom!
    7.7/10(661 votes)

    #2 - Kerosene. Match. Boom!

    S1:E2

    Endless trash and seething heat feed the chaos on day two as performers are pelted with debris and Limp Bizkit riles the crowd to its breaking point.

    Director:Unknown
    Writer:Unknown

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  3. Trainwreck: Woodstock '99 Season 1 Episode 3 - You Can't Stop a Riot in the 90s
    7.5/10(640 votes)

    #3 - You Can't Stop a Riot in the 90s

    S1:E3

    Tainted water and price gouging mar day three. Fear grips the finale, fires spread, and the mob takes over. Later, sexual assault allegations emerge.

    Director:Unknown
    Writer:Unknown

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Season 1 Ratings Summary

"How the F**k Did This Happen?" is the best rated episode of "Trainwreck: Woodstock '99" season 1. It scored 7.5/10 based on 731 votes. Directed by Unknown and written by Unknown, it aired on 8/3/2022. This episode is rated 0.2 points higher than the second-best, "Kerosene. Match. Boom!".