Jenny Wiley Stakes Betting Guide: Strategies, Statistics & Picks

2025 Jenny Wiley Stakes Preview

The Jenny Wiley Stakes is named in honor of Jenny Wiley, a pioneer woman who was captured by Native Americans in Kentucky whilst pregnant in 1789 and after a year in captivity managed to escape.

The race is run at the Keeneland racetrack, it is contested over one and one-sixteenth miles on the turf in April of each year with it being open to fillies and mares who are aged four or older.

Jenny Wiley Stakes Picks

If you are interested in other predictions at Keeneland then head over to the Keeneland Betting Picks page to see which runners are being supported by the OLBG handicappers and also compare those predictions to the runners who follow the trends when added below. Whilst we wait for the 2025 Jenny Wiley Stakes remember you can get daily racing predictions from the expert handicappers on the racing predictions page.

Jenny Wiley Stakes Content

• Jenny Wiley Stakes Past Winners
• Jenny Wiley Stakes Trainer Statistics
• Jenny Wiley Stakes Jockey Statistics
• 2025 Jenny Wiley Stakes Trends
• Jenny Wiley Stakes Trend Analysis
• Other Graded races at Keeneland Racetrack

Quickest Run Jenny Wiley Stakes Renewals

The runner that holds the record over the past 10 renewals for the slowest time in the race was set in the 2021 renewal when Juliet Foxtrot from Brad H Cox under the guidance of Tyler Gaffalione, won in a time of 1:44.51, whilst at the other end of the spectrum, Rushing Fall, trained by Chad C Brown and ridden by Javier Castellano set the quickest time of 1:39.02 in the 2020 renewal. Below are the top three quickest-run Jenny Wiley Stakes over the last 10 renewals.

1. Rushing Fall (1:39.02) in 2020
2. In Italian (1:39.71) in 2023
3. Tepin (1:40.53) in 2016

Jenny Wiley Stakes Past Winners

Here are the Jenny Wiley Stakes past winners for the last 10 renewals. Each row details the year of the race, the winning time, and the horse that won along with the cloth number, age, sex, the weight of the horse & which starting gate the horse came from. The trainer of the horse at the time of winning the Jenny Wiley Stakes as well as the jockey is also displayed along with the moneyline odds the horse was sent off.

Where have the winning runners come from?

Here are the countries where the winning trainers of the Jenny Wiley Stakes have been based:

• USA: 9 winners with an additional 13 placings from 69 runners
• CAN: 1 winner with an additional 1 placing from 6 runners
• GB: 0 winners with an additional 2 placings from 3 runners

Jenny Wiley Stakes Trainer Statistics

The leading trainer in the Jenny Wiley Stakes over the last 10 renewals is Chad C Brown who has won the race 7 times. Those 7 winners came from Ball Dancing (2015), Sistercharlie (2018), Rushing Fall (2019), Rushing Fall (2020), Regal Glory (2022), In Italian (2023) & Beaute Cachee (2024).

Here are some of the most active Jenny Wiley Stakes trainer statistics over the last 10 renewals.

Jenny Wiley Stakes Jockey Statistics

The leading jockey in the Jenny Wiley Stakes over the last 10 renewals is Javier Castellano who has won the race 3 times. Those 3 winners came from Ball Dancing (2015), Rushing Fall (2019) & Rushing Fall (2020).

Here are some of the most active Jenny Wiley Stakes jockey statistics over the last 10 renewals.

2025 Jenny Wiley Stakes Trends

Favorites finishing positions (oldest to latest): 1, 1, 2, 5, 1, 1, 1, 1, 1, 2

The percentage shown is the percentage of the total number of runners who fell under that factor. High percentages are less appealing than lower ones as you would expect them to do well. The trend information is based on the available information on the racing post in terms of previous runs etc.

• 10 / 10 (63%) - Had 5 - 13 placings (Non-Hcps)
• 10 / 10 (64%) - Placed within last 1 starts
• 10 / 10 (69%) - Achieved an RPR of 107+ (Career)
• 10 / 10 (71%) - Beaten no more -1¾l (LTO)
• 10 / 10 (71%) - Had 5 - 13 placings (Career)
• 10 / 10 (76%) - Highest Placed is not G3/Cl2
• 10 / 10 (83%) - Dam is not BRZ/CAN/CHI/FR/GER/SPA bred
• 10 / 10 (83%) - Made 6 - 17 starts (Career)
• 10 / 10 (83%) - Beaten no more -5¼l (Debut)
• 10 / 10 (83%) - Won within last 3 starts
• 10 / 10 (83%) - Ran on FM (LTO)
• 10 / 10 (85%) - No bigger than 26/1
• 10 / 10 (86%) - Had 2 - 8 placings (1 Year)
• 10 / 10 (86%) - In a field of 5 - 12 (LTO)
• 10 / 10 (86%) - In a field of 8 - 13 (Debut)

Remember to use the trends listed above along with the Keeneland racing predictions to see if you can find the winner of the Jenny Wiley Stakes. Are you already a member? If not, then why not?! With over $9,000 given away each month in the picks contest, why not get involved? Remember, It is completely FREE! So, head over to the registration page to sign up today! If you are already a member, then why share your thoughts on the Jenny Wiley Stakes by adding a pick on the race here?

Jenny Wiley Stakes Trend Analysis

How competitive is the Jenny Wiley Stakes market?

When looking at the over-rounds for the last 10 renewals, the most competitive market was in 2024 when the race had an over-round of 120%. The race in 2016 was a race that was most in the bookie's favor with an over-round of 124%, whilst on average over the last 10 renewals of the Jenny Wiley Stakes, the over-round has been 122%, which means the bookie expects to pay out $100 for every $122 which is bet.

Post Positions of the Jenny Wiley Stakes Winners, Places & Shows

Here are the most recent winning draws along with those who placed and showed:

Best Course for a Jenny Wiley Stakes Prep Run?

The course which has produced the most winners of the Jenny Wiley Stakes is Tampa Bay Downs, there has been a total number of 3 winners of this race who ran at Tampa Bay Downs last time out.

Top Performing Stallions in the Jenny Wiley Stakes

Looking over the past renewals, there is only one stallion whose offspring have produced multiple winners of the Jenny Wiley Stakes, that stallion More Than Ready has produced 2 winners (2020,2019).

Biggest Priced Winners of the Jenny Wiley Stakes & Performance of Favorites

Looking at the winning odds over the last 10 renewals, the biggest-priced winner was Beaute Cachee in 2024, winning for Chad C Brown at odds of 26/1 under the guidance of Frankie Dettori. Looking at the runners at the head of the market over the last 10 renewals there has been a total of 7 winning favorites in the race. Before placing your wager on the 2025 Jenny Wiley Stakes head over to see which other runners today are being wagered on by the best racing handicappers today. All figures and trends above, such as the horse's previous runs are based on the information that is available on the racing post.

Other Graded races at Keeneland Racetrack

Here are some other notable races at the Keeneland racecourse throughout the racing season that you may be interested in.

Races in April

• Ashland Stakes
• Blue Grass Stakes
• Madison Stakes
• Makers Mark Mile Stakes

Races in October

• Alcibiades Stakes
• Breeders Futurity Stakes
• First Lady Stakes
• Keeneland Turf Mile Stakes
• Queen Elizabeth II Challenge Cup Stakes
• Spinster Stakes

Jenny Wiley Stakes FAQs

Where is the Jenny Wiley Stakes run?

The Jenny Wiley Stakes is run at the Keeneland racetrack each year, you can get Keeneland racing predictions all season long as well as for Jenny Wiley Stakes.

When is the Jenny Wiley Stakes?

The Jenny Wiley Stakes takes place around April of each year at Keeneland.

Who won the Jenny Wiley Stakes?

The 2024 renewal of the Jenny Wiley Stakes was won by the Chad C Brown trained Beaute Cachee who was ridden by Frankie Dettori in a time of 1:42.90, owned by Michael Dubb Madaket Stables Llc Louis Lazzinnaro it was sent off at an SP of 26/1. You can view all the recent winners in the Jenny Wiley Stakes Past Winners section of the blog.

Who will win the Jenny Wiley Stakes?

On the day of the race, use the trends in this blog and then compare them to the OLBG racing handicappers' predictions for the Jenny Wiley Stakes, you can do this on the Keeneland Picks page which not only will have picks for this race but also picks for Keeneland throughout the season. You may also be interested in the Horse Racing Picks page where you can get daily horse racing predictions from all of the US courses.

Who is the top trainer in the Jenny Wiley Stakes?

With a total of seven winners over the last ten renewals, it is Chad C Brown who holds the claim as the leading trainer in the Jenny Wiley Stakes. To see which other trainers have a good record in the race, head over to the Jenny Wiley Stakes Trainer Statistics section of the blog.

Who is the top jockey in the Jenny Wiley Stakes?

With a total of three winners over the last ten renewals, it is Javier Castellano who holds the claim as the leading jockey in the Jenny Wiley Stakes. To see which other jockeys have a good record in the race, head over to the Jenny Wiley Stakes Jockey Statistics section of the blog.

Do we have trends for the 2025 renewal of the Jenny Wiley Stakes?

The simple answer is Yes! We have a total of fifteen trends for the Jenny Wiley Stakes which can be found under the Jenny Wiley Stakes Trends section.