Robin L. Sheppard Field - A lighted artificial turf field for Trinity's field hockey and women's lacrosse teams.

Rome Campus - The center for Trinity's study away program in Rome, Italy, located on Aventine Hill.

Roosevelt Plaque - Stone with inscription on Long Walk to commemorate Theodore Roosevelt's visit.

Rope Rush - A contest between classes, popular in the late 19th and early 20th centuries.

Rowing (Crew)

Rushes - Physical 'scraps' or competitions between the first and second year classes of students.