Origin and history of hilly

Old English hyll "hill," from Proto-Germanic *hulni- (source also of Middle Dutch hille, Low German hull "hill," Old Norse hallr "stone," Gothic hallus "rock," Old Norse holmr "islet in a bay," Old English holm "rising land, island"), from PIE root *kel- (2) "to be prominent; hill." Formerly including mountains.

In Great Britain heights under 2,000 feet are generally called hills; 'mountain' being confined to the greater elevations of the Lake District, of North Wales, and of the Scottish Highlands; but, in India, ranges of 5,000 and even 10,000 feet are commonly called 'hills,' in contrast with the Himalaya Mountains, many peaks of which rise beyond 20,000 feet. [OED]

The term mountain is very loosely used. It commonly means any unusual elevation. In New England and central New York, elevations of from one to two thousand feet are called hills, but on the plains of Texas, a hill of a few hundred feet is called a mountain. [Ralph S. Tarr, "Elementary Geology," Macmillan, 1903]

Despite the differences in defining mountain systems, Penck (1896), Supan (1911) and Obst (1914) agreed that the distinction between hills, mountains, and mountain systems according to areal extent or height is not a suitable classification. ["Geographic Information Science and Mountain Geomorphology," 2004]

 Figurative phrase over the hill "past one's prime" is recorded by 1950. Expression old as the hills is recorded by 1819, perhaps echoing Job xv.7. Earlier form old as the hills and the valleys is attested by 1808:

And this is no "new morality." It is morality as old as the hills and the valleys. It is a morality which must be adopted; or, we must confess that there are certain political evils greater than that of seeing one's country conquered. [Cobbett's Weekly Political Register, Feb. 6, 1808]

Cobbett's also had, on April 11, 1818:

However, thus it always is: "those whom God intends to destroy, he first makes foolish," which is a saying as old as the hills between Everly and Marlborough.

very common adjective suffix, "full of, covered with, or characterized by" the thing expressed by the noun, Middle English -i, from Old English -ig, from Proto-Germanic *-iga-, from PIE -(i)ko-, adjectival suffix, cognate with elements in Greek -ikos, Latin -icus (see -ic). Germanic cognates include Dutch, Danish, German -ig, Gothic -egs.

It was used from 13c. with verbs (drowsy, clingy), and by 15c. with other adjectives (crispy). Chiefly with monosyllables; with more than two the effect tends to become comedic.

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Variant forms in -y for short, common adjectives (vasty, hugy) helped poets after the loss of grammatically empty but metrically useful -e in late Middle English. Verse-writers adapted to -y forms, often artfully, as in Sackville's "The wide waste places, and the hugy plain." (and the huge plain would have been a metrical balk).

After Coleridge's criticism of it as archaic artifice, poets gave up stilly (Moore probably was last to make it work, with "Oft in the Stilly Night"), paly (which Keats and Coleridge himself had used) and the rest.

Jespersen ("Modern English Grammar," 1954) also lists bleaky (Dryden), bluey, greeny, and other color words, lanky, plumpy, stouty, and the slang rummy. Vasty survives, he writes, only in imitation of Shakespeare; cooly and moisty (Chaucer, hence Spenser) he regards as fully obsolete. But in a few cases he notes (haughty, dusky) they seem to have supplanted shorter forms.