News & Observer (Raleigh, North Carolina) Raleigh’s Holdernesses won ‘The Amazing Race.’ Look back at season highlights. Raleigh internet personalities Kim and Penn Holderness won Season 33 of CBS’s “The Amazing Race,” crossing the finish line first in Wednesday night’s season finale, and walking away with $1 million. Penn went to the University of Virginia. https://www.newsobserver.com/news/local/article259002383.html