Upset Possibility in the Kentucky Oaks?

Photo: Adam Mooshian/NYRA

When it was announced that Songbird would miss the 2016 Kentucky Oaks I was both happy and sad. As a horse player a race with a legitimate 1/9 favorite usually offers no value so I was happy she would miss the race. Songbird may be not only the best three year old filly but the best three year old period. From a horse racing fan perspective you want to see the best face the best as often as possible, which we all know is rare these days so her absence was also deflating. I am sure some of the owners of the fillies in the field have mixed emotions but with a huge payday on the line I am sure most are not that upset she is back in her stall in California.

As expected with the lack of an overwhelming favorite the Kentucky Oaks drew a full field of fourteen (plus one also eligible). To date none of the fillies in the field have been as dominant as Songbird and only one has an unblemished record albeit only two races. With a half dozen closely matched fillies and a bunch more that could step up and run the race of their life making the morning line was no easy task.

The daughter of soon-to-be Hall-of-Famer and winner of the Kentucky Oaks Rachel Alexandra, Rachel's Valentina, was made the tepid 7/2 morning line favorite. She showed a ton of raw talent as a two year old but was left in the wake of Songbird in the Breeders' Cup Juvenile Fillies. In her only start this year she appeared headed for victory but came up empty late in the Ashland and was run down by longshot Weep No More. Rachel's Valentina certainly has the ability to win the Oaks and any improvement off her last race will make her very tough to beat.

Weep No More along with the previously undefeated Cathryn Sophia (third in the Ashland) are co-second choices on the morning line. The former took advantage of a pace collapse and anti-speed bias in the Ashland. She is three for three in two turn races and the only concern is will she regress (bounce) off her latest race?

Cathryn Sophia won her first four races by a combined 41 1/2 lengths. She showed the ability to set the pace and win big or sit off the pace and win big. In the Ashland she sat off the pace, looked ready to run right by the leaders but faded in the final furlong. Maybe it was just not her day or maybe her pedigree finally caught up with her. She is out of Street Boss, a multiple Grade 1 winning sprinter, so the extra half furlong of the Oaks does not seem to improve her chances.

Fourth on the morning line is Land Over Sea, who spent most of her short life chasing Songbird. The change of scenery to the New Orleans Fairgrounds was just what she needed. She crushed the field in the Fairgrounds Oaks, further flattering the form of Songbird.

I would not be surprised if any of these fillies was wearing the garland of lillies on Friday night. Rachel's Valentina and Land Over Sea are very logical and I expect those two to take most of the money. Weep No More is a bounce candidate and got a perfect setup in the Ashland but a repeat of that effort could get her home first. Cathryn Sophia may be distanced challenged. If I owned her I would have taken the easy money in the Eight Belles. I expect her to do big things in the filly sprint division this summer and fall but I am against her in the Kentucky Oaks.

The filly I like in the Kentucky Oaks is fifth choice Lewis Bay. She is the only filly in the race with a win at the distance, in fact she has two stakes wins at the distance. The Oaks will be her third start of the year so a peak effort is expected. Her connections, trainer Chad Brown and jockey Irad Ortiz, are among the best in the country. She also figures to offer the best value among the logical contenders in the Oaks. I was a little surprised by her 8/1 morning line and I think she will go off a little below that. If she is 5/1 or higher she is worth a bet.

As for the rest of the field only two other fillies look like possible upsetters but neither intrigues me enough to bet them. Terra Promessa is unbeaten in four two turn races but looked tired in the final yards of the Fantasy. Go Maggie Go is the aforementioned unbeaten filly in the Oaks. She broke her maiden sprinting then stretched out to win the Gulfstream Park Oaks. She is lightly raced and has a ton of upside but she beat a mediocre field in her last start and this might be too much too soon for her.

Betting Strategy for the Kentucky Oaks

If Lewis Bay is 5/1 or higher she deserves a win bet. I would make her a strong A in multi-race exotics along with Rachel's Valentina and Land Over Sea. For the Kentucky Oaks exotics I would key her first with Rachel's Valentina and Land Over Sea second and those two along with Weep No More, Terra Promessa and Go Maggie Go third.

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