The son of a Norfolk clergyman, Henry Headley studied with Samuel Parr at Colchester and Norwich, and at Trinity College Oxford (B.A. 1786) where he was an acquaintance of Thomas Warton and William Lisle Bowles before his early death by tuberculosis at the age of 23. Headley's "A Parody on Gray's Elegy, written in a Country Churchyard, the Author leaving College" draws a satirical portrait of Oxford in the days of Warton. In addition his much-admired anthology of early English poetry, Headley published a volume of his own verse and contributed to The Gentleman's Magazine under the initials "C. T. O."
1785An Invocation to Melancholy. A Fragment.
1785Ode to the Memory of Chatterton.
1785Written amidst the Ruins of Broomholm Priory in Norfolk.
1786A Parody on Gray's Elegy, written in a Country Church-yard, the Author leaving College.
1787Select Beauties of Ancient English Poetry: Introduction.
An invocation to melancholy: a fragment. 1785.
Fugitive pieces. 1785.
Poems and other pieces. 1786.
Select beauties of ancient English poetry, with remarks. 2 vols, 1787.
Phineas Fletcher, The purple island ... with the critical remarks of ... Headley. 1816.