/ Dictionary / Index O Oregon Trail: Meaning and Definition of Find definitions for: Or'egon Trail' Pronunciation: [key] a route used during the U.S. westward migrations, esp. in the period from 1840 to 1860, starting in Missouri and ending in Oregon. ab. 2000 mi. (3200 km) long. Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. Oregon pine ore hearth Related Content Daily Word Quiz: digression Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language