Excellent topic.
1.
John Marshall Harlan II in Reynolds v. Sims: Harlan demonstrates that the equal protection clause does not extend to redistricting.
2.
Hugo Black in Griswold v. Connecticut: Black argues, quite convincingly, that there is no constitutional right to privacy.
3.
John Marshall Harlan in Plessy v. Ferguson: Harlan eloquently dissents from the ruling that established the "separate but equal" principle.
4.
Oliver Wendell Holmes in Lochner v. New York: The dissent is very short, but is well-written, and challenges the Court's activist application of
laissez-faire economic policy.
5.
George Sutherland in West Coast Hotel Co. v. Parrish: Although I disagree with Sutherland's actual interpretation of the Constitution, this is a well-written dissent that attacks the idea of a "Living Constitution."