The Churchyard Cross was designed by Thomas Nash and completed in 1914. It is dedicated to the memory of Caroline Webster Astor, who is buried in Trinity Cemetery. This structure is unique for a Protestant church: Christ is prominently displayed on one side; Mary, with the Christ Child in her arms, is displayed on the other side. Sculptural figures like these are usually seen only in Roman Catholic Churches. In addition, on the four sides are representations of Old Testament figures which are seldom depicted in Protestant churches.

From top to bottom are:

At the top is Christ crucified.

Judah is the fourth son Of Jacob and Leah and the ancestor of one of the 12 tribes of Israel. In the Exodus, his was the lead tribe and it settled in Southern Palestine. David was from the tribe of Judah.

Shem was the son of Noah and the ancestor of the Jews.

Adam & Eve were the first humans made by God as recorded in the bible.

Caroline Webster Astor (b. 1830 – d. New York City 1908) was an Astor family socialite who was determined to be the arbiter of society and to maintain the primacy of family and old wealth. She unseated her society sister-in-law, Mrs. John Jacob Astor III, with the help of Ward McAllister. She was a socialite, bon vivant, snob, promoter of Newport, and arbiter of the ranks of 'the Four Hundred' (the social elite). She used lavish parties, most important — her annual January ball and exclusive dinner parties — in her battle. For a time, she ruled New York society yet she passed the last years of her life in tarnished splendor. Although she was left an estate of between $60 million to $70 million at her husband's death, it was estimated to be only worth $2 million when she died. Her furniture hadn't been changed in years and an appraiser said her 842 Fifth Ave. home was shabby inside. It was said that every inch on her stair carpets was worn and her chairs were called rickety. An appraiser said she owned no real paintings that they were all painted by amateurs.