Consider these books:
Ancient-Future Time: Forming Spirituality through the Christian Year, Robert E. Webber, (Grand Rapids: Baker Books), 2004.
Calendar: Christ’s Time for the Church, Laurence Hull Stookey, (Nashville: Abingdon Press), 1996.
The Circle of Seasons: Meeting God in the Church Year, Kimberlee Conway Ireton, (Downers Grove, IL: IVP Books), 2008.
The New Handbook of the Christian Year, Hoyt Hickman, Don E. Saliers, Laurence Hull Stookey, and James F. White, (Nashville, Abingdon Press), 1986, 1992.
Young Children and Worship, Sonja Stewart and Jerome Berryman (Westminster John Knox, 1988) and Following Jesus: More about Young Children and Worship, Sonja Stewart (Geneva Press, 2000). (Many congregations have learned about the Christian Year after implementing the Children and Worship program.)
The Worship Sourcebook, second edition, (Grand Rapids: Calvin Institute of Christian Worship, Faith Alive Christian Resources, Baker Books), 2013.
Consider these articles on CICW website:
Introduction to the Christian Year, by John D. Witvliet
Introduction to Christian Worship, Course Catalog
The Pattern of the Christian Year (Bible Study)
Worshiping with the Christian Year: A Primer
Howard Vanderwell on Worshiping with the Christian Year
Taka Ashida on Worshiping with the Christian Year
Redeeming the Time: Homiletic Theology for a Pilgrim People