Surprises at Pimlico

Many Kentucky Derby winners have gone into the Preakness as the heavy favorite, and though some of them came away with a victory, there are others that failed to capture the Woodlawn vase, ending their shot at a Triple Crown.  Below are some of the notable Derby winners that did not repeat at Pimlico.  Rank them in order of the most surprising upset, with #1 being the biggest shocker.  To help with your rankings, there is a brief description of each upset listed below the ranking poll.


'34 Cavalcade - After a pretty handy Derby win, couldn't catch his stablemate High Quest, who had the the lead the entire race

'39 Johnstown - his speed carried at Churchill Downs, but he faded in the stretch at Pimlico, winding up a tiring fifth at 2-5 odds

'45 Hoop Jr. - was 6-5 in the Preakness, but Polynesian, who had skipped the Derby, won wire-to-wire

'56 Needles - only a second place finish, at 3-5 odds, in the Preakness denied this colt the Triple Crown

'72 Riva Ridge - a true disappointment after going off at 3-10, he would rebound to take the Belmont

'74 Cannonade - after beating 22 horses in the Derby, Cannonade was upset by a couple of double digit longshots in Little Current and Neapolitan Way

'75 Foolish Pleasure - Master Derby, at 23-1, shocked the 6-5 favorite.

'76 Bold Forbes - in just a six horse field, Bold Forbes checked in third behind the two of the longest priced horses in the field; Elocutionist and Play the Red

'83 Sunny's Halo - had no punch in the stretch run, finishing sixth at even money

'84 Swale - popular Derby winner was 4-5 at Pimlico, but ran uncharacteristically poor to wind up seventh

'90 Unbridled - fairytale Derby story came to an end when second to Summer Squall in Baltimore

'00 Fusaichi Pegasus - Failed to duplicate his Churchill effort when Red Bullet, who skipped the Derby, beat him by 3 3/4 lengths 

To participate, use your cursor to drag the selections on the left (currently arranged chronologically) to the blank placeholders on the right. Once you have completed ranking all of the horses, submit your entries and compare your results to the rest of the community. A first place ranking will earn 11 points, second place receives 10 points, and so on.   

Recent Posts

Recommended Reading

More Blogs