Voting should possibly have been limited to those 18 and older. That would have disqualified Calzone Lord.
Personally, I envision a modest award. Maybe a crystal diamond pendant with the ribbon in the colors of the owner. The horse could wear the pendant in the paddock. Or possibly a paddock sheet embroidered with the achievement
"Derbytrail.com
Horse name
Most 2012 Wins __"
This company offers up to an 8 " crystal diamond at a reasonable price. The Derbytrail.com Diamond Award, if you will, for most wins in a calendar year.
http://www.crystalartusa.com/flash/PAPRTOP653.swf