What follows is an an organized and curated list of content. Click here for an exhaustive list of content on Judges
Kenneth Boa: 12. Judges  Part of the series: Visual Survey of the Bible.
Bill McRae: 8. Judges and Ruth  Part of the series: Survey of the Bible. 1 lesson overview of Judges and Ruth.
Bob Deffinbaugh: 15. Israel’s Dark Ages (Judges)  Part of the series: From Creation to the Cross.
Mark Dever: Stalemate  2 part study of Judges.
Ray Stedman : Judges: The Pattern of Defeat [, , Translated] Part of the series: Adventuring through the Bible. Spanish translation available.
The Dark Days of Israel's Judges - A Study of the Book of Judges [, , ] 17 part series.
Keith Krell: Avoid Generation Degeneration (Judges) [, ] 12 part series.
Tommy Nelson: Judges  23 lesson series on the Book of Judges. Denton Bible Church.
Kay Daigle: Seeing Clearly through the Darkness: A Study of Judges for Today's Woman [, , Curriculum] 13 part series.
Sandra Glahn: Deborah: The Woman God Uses Judges 4-5.
Jodi Hooper: Judges & Ruth [, Study Questions]
Hampton Keathley IV: The Role of Women in the Book of Judges  Highly recommended article.
Study Helps and related
Tom Constable: Tom Constable’s Expository Notes on Judges  This is also available in the Net.Bible.org Study Environment.
David Malick: An Introduction to the Book of Judges 
J. Hampton Keathley, III: 4. The Historical Books  A good introduction to and overview of the historical books of the Old Testament -- Joshua, Judges-Ruth, 1 and 2 Samuel, 1 and 2 Kings, 1 and 2 Chronicles, Ezra, Nehemiah, Esther)
Steve Zeisler: Judges  16 part study of Judges. Peninsula Bible Church.
Scott Grant: One Necessary Thing: The Book of Judges [, , Study Questions] 27 part study of Judges. Peninsula Bible Church.
John Walsh: Book 2: Building a Nation (Stories 53-113)  Part of the series: All the Stories of the Bible. See “Book 2: Building a Nation,” lessons 60-72.
Scott Grant: A Home Given: The Need For A King [, , Study Questions] Peninsula Bible Church. From the series: “Epic: The Astonishing Story of God and the World.” EPIC is a nine-month series exploring the Bible through a chronological journey. Each sermon tells an individual story.