Three entries by the Gazette's cover crew competed in the contest against other alternative-weekly newspapers with circulations of less than 60,000: "Crosstook," "The Watchers" and "Vote."
The San Antonio Current took home top honors, the Orlando Weekly placed second and The Texas Observer tied for third with Gazette.
This year's contest ceremony in Portland marked the 12th year of recognizing work from AAN' s 125 member papers.
MSNBC anchor Keith Olbermann received the first-ever Molly Ivins Award at the Portland convention. Commentator Jim Hightower, a friend of the late Ivins, presented a special tribute. According to AAN, Hightower encouraged alt-weekly editors to stay with the course with honest and courageous coverage. "The opposite of courage isn't fear, it's conformity," Hightower said. "Even a dead fish can go with the flow."