Daily Picks

Charles Town Picks & Predictions — May 29, 2026

Friday, May 29, 20269 racesCharles Town

Here's our expert breakdown of today's 9-race card at Charles Town. We've identified 3 standout races with strong plays — see our analysis below. Full card picks for all 9 races are available to TrackWiz subscribers.

Best Bets

Race 1

11:00 PM EDT

Claiming · 4 1/2 fur · Dirt

Cherokee Castle towers over this field on our ratings — significant gap back to the rest of the shortlist.

win7Cherokee CastleML 3/1

Tops the TrackWiz rating board at 87.1 for Race 1. Ridden by Reshawn Latchman, trained by Anthony M. Rideoutt II. Ranked 2nd for recent race speed at 12.27 sec/furlong. For past year, Jockey has a 25% win rate and finished in the money in 58% of races. 11 wins and placed in 39 of 57 races on Dirt tracks. Has placed in the last 4 races. Has placed in 5 of the last 6 races. Has 11 wins and placed in 35 of 52 races at 4 1/2 fur. 11 wins and placed in 38 of 55 races at Charles Town. Jockey & Horse combo has a 25% win rate and finished in the money in 58% of races. More than 1 win on today's surface/distance.

place2Ruby BayML 9/2

Rating board at 80.9. Ridden by Jeiron Barbosa. Ranked 1st for recent race speed at 12.17 sec/furlong. For past year, Jockey & Trainer Combo has a 18% win rate and finished in the money in 60% of races.

show1Cowgirl AttitudeML 5/2

Rating board at 67.0. Ridden by Gerald Almodovar. Ranked 3rd for recent race speed at 12.35 sec/furlong. 8 wins and placed in 22 of 40 races on Dirt tracks.

Race 2

11:32 PM EDT

Claiming · 4 1/2 fur · Dirt

Bet-down spot for D Hopper — the rating gap is wide enough that we treat this as a key single.

win9D HopperML 7/2

Tops the TrackWiz rating board at 74.2 for Race 2. Ridden by Christian Maldonado, trained by Jonathan Maldonado. 2 wins and placed in 10 of 20 races on Dirt tracks. Has 1 wins and placed in 3 of 3 races at 4 1/2 fur. 2 wins and placed in 5 of 5 races at Charles Town. Jockey & Horse combo has a 11% win rate and finished in the money in 36% of races. Claiming Price Decreased from $16000 to $5000.

place1Hardly Ever BetterML 12/1

Rating board at 74.0. Ridden by Joe Stokes. Ranked 1st for recent race speed at 12.21 sec/furlong. 3 wins and placed in 25 of 36 races on Dirt tracks.

show8Big Mo GeeML 10/1

Rating board at 71.8. Ridden by Moises Santaella. Ranked 3rd for recent race speed at 12.50 sec/furlong. For past year, Jockey has a 20% win rate and finished in the money in 54% of races.

Race 3

12:02 AM EDT

Claiming · 6 1/2 fur · Dirt

Standout on paper: High Strike grades multiple points clear of the rest of the field.

win4High StrikeML 7/2

Tops the TrackWiz rating board at 85.1 for Race 3. Career win rate of 22% shows consistency. Ridden by Anthony Mawing, trained by Kent Knudsen. Ranked 1st for recent race speed at 12.22 sec/furlong. 5 wins and placed in 11 of 19 races on Dirt tracks. Has placed in the last 3 races. Claiming Price Decreased from $5000 to $4000. Horse won last time raced at today's surface/distance.

place5MacronML 5/1

Rating board at 84.2. Ridden by Jeiron Barbosa. For past year, Jockey & Trainer Combo has a 18% win rate and finished in the money in 60% of races. Has placed in 4 of the last 6 races.

show8Shea D WorldML 9/5

Rating board at 78.7. Ridden by Justin M. Lewis. Ranked 2nd for recent race speed at 12.34 sec/furlong. Jockey & Horse combo has a 11% win rate and finished in the money in 46% of races.

Our top picks for today focus on races with clear edges in speed figures, trainer form, and track bias. These are the spots where we see the most value on the board.

Full Card Analysis

Race 4

12:32 AM EDT

Starter Optional Claiming · 1 1/16 mi · Dirt

Rick'swarmheart is the class of the rating board here, with the next-best a meaningful step behind.

win1Rick'swarmheartML EVN

Tops the TrackWiz rating board at 90.0 for Race 4. Career win rate of 36% shows consistency. Ridden by Denis Vicente Araujo, trained by Ronney W. Brown. Ranked 3rd for recent race speed at 12.90 sec/furlong. For past year, Jockey has a 18% win rate and finished in the money in 61% of races. 7 wins and placed in 16 of 19 races on Dirt tracks. Has placed in the last 6 races. Has placed in 6 of the last 6 races. Has 5 wins and placed in 10 of 10 races at 1 1/16 mi. 6 wins and placed in 14 of 17 races at Charles Town. Jockey & Horse combo has a 18% win rate and finished in the money in 61% of races. Has WON 2 races in a row! More than 1 win on today's surface/distance. Horse won last time it raced. 04/18/2026. Horse won last time raced at today's surface/distance. Horse appears in today's Top 50 Horses List.

place6Coronation TimeML 6/1

Rating board at 70.9. Ridden by Nomar Arroyo Bueno. Ranked 2nd for recent race speed at 12.75 sec/furlong. 6 wins and placed in 18 of 31 races on Dirt tracks.

show8Defiant GiantML 8/1

Rating board at 60.4. Ridden by Joe Stokes. 5 wins and placed in 14 of 27 races on Dirt tracks. Has placed in 5 of the last 6 races.

Race 5

1:02 AM EDT

Maiden Claiming · 4 1/2 fur · Dirt

Clear separation at the top of the rating board — Changes looks standout with daylight to the rest.

win1ChangesML 3/1

Tops the TrackWiz rating board at 87.1 for Race 5. Ridden by Fredy Peltroche, trained by Vanessa Peltroche. Ranked 1st for recent race speed at 12.70 sec/furlong. For past year, Jockey & Trainer Combo has a 19% win rate and finished in the money in 55% of races. Placed in 5 of 10 races on Dirt tracks. Has placed in the last 3 races. Has placed in 3 of the last 5 races.

place7AmamaML 5/2

Rating board at 69.5. Ridden by Sunday Diaz, Jr.. Has placed in the last 2 races. Has placed in 2 of 3 races at 4 1/2 fur.

show8Unusual BayML 6/1

Rating board at 60.0. Ridden by Moises Santaella. Ranked 3rd for recent race speed at 12.90 sec/furlong. For past year, Jockey has a 20% win rate and finished in the money in 54% of races.

Race 6

1:32 AM EDT

Claiming · 6 1/2 fur · Dirt

Peaceful Union towers over this field on our ratings — significant gap back to the rest of the shortlist.

win2Peaceful UnionML 6/1

Tops the TrackWiz rating board at 82.7 for Race 6. Ridden by Denis Vicente Araujo, trained by Cynthia E. McKee. Ranked 2nd for recent race speed at 13.02 sec/furlong. For past year, Jockey has a 18% win rate and finished in the money in 61% of races. 1 wins and placed in 5 of 9 races on Dirt tracks. Has placed in 2 of 3 races at 6 1/2 fur. Claiming Price Decreased from $15000 to $10000.

place9Gogo's MojoML 5/1

Rating board at 70.3. Ridden by Sunday Diaz, Jr.. Ranked 3rd for recent race speed at 13.10 sec/furlong. 1 wins and placed in 2 of 4 races on Dirt tracks.

show4Lil Jersey GirlML 8/1

Rating board at 62.0. Ridden by Shirley Esther Yancapallo Gomocio. Ranked 1st for recent race speed at 12.98 sec/furlong. Claiming Price Decreased from $15000 to $10000.

Race 7

2:02 AM EDT

Maiden Special Weight · 4 1/2 fur · Dirt

Bet-down spot for Charlienite — the rating gap is wide enough that we treat this as a key single.

win2CharlieniteML 9/5

Tops the TrackWiz rating board at 88.8 for Race 7. Ridden by Denis Vicente Araujo, trained by Cynthia E. McKee. Ranked 1st for recent race speed at 11.99 sec/furlong. For past year, Jockey has a 18% win rate and finished in the money in 61% of races. Placed in 4 of 8 races on Dirt tracks. Has placed in the last 3 races. Has placed in 2 of the last 2 races. Horse appears in today's Top 50 Horses List.

place3Mille ParoleML 8/1

Rating board at 64.3. Ridden by Jose Y. Diaz. Ranked 3rd for recent race speed at 12.87 sec/furlong. Has placed in 4 of 6 races at 4 1/2 fur.

show10RockwellML 9/2

Rating board at 54.2. Ridden by Arnaldo Bocachica. For past year, Jockey has a 38% win rate and finished in the money in 79% of races. For past year, Jockey & Trainer Combo has a 43% win rate and finished in the money in 78% of races.

Race 8

2:32 AM EDT

Allowance · 6 1/2 fur · Dirt

Standout on paper: Maskedandmummed grades multiple points clear of the rest of the field.

win5MaskedandmummedML 5/2

Tops the TrackWiz rating board at 87.8 for Race 8. Career win rate of 50% shows consistency. Ridden by Antonio Lopez, trained by Ronald G. Sigler. Ranked 1st for recent race speed at 12.45 sec/furlong. 4 wins and placed in 7 of 8 races on Dirt tracks. Has placed in the last 6 races. Has placed in 6 of the last 6 races. Has 1 wins and placed in 3 of 3 races at 6 1/2 fur. 4 wins and placed in 7 of 8 races at Charles Town. Jockey & Horse combo has a 21% win rate and finished in the money in 49% of races. Has WON 3 races in a row! Horse won last time it raced. 04/25/2026. Horse appears in today's Top 50 Horses List.

place7Poppy MacML 7/2

Rating board at 66.0. Ridden by Reshawn Latchman. For past year, Jockey has a 25% win rate and finished in the money in 58% of races. 4 wins and placed in 11 of 20 races on Dirt tracks.

show3Lona LeeML 4/1

Rating board at 55.8. Ridden by J. D. Acosta. Ranked 3rd for recent race speed at 12.74 sec/furlong. 4 wins and placed in 13 of 24 races on Dirt tracks.

Race 9

3:02 AM EDT

Claiming · 6 1/2 fur · Dirt

Burnaway is the class of the rating board here, with the next-best a meaningful step behind.

win2BurnawayML 4/1

Tops the TrackWiz rating board at 85.6 for Race 9. Ridden by Moises Santaella, trained by Michael E. Jones, Jr.. Ranked 3rd for recent race speed at 12.63 sec/furlong. For past year, Jockey has a 20% win rate and finished in the money in 54% of races. 1 wins and placed in 12 of 19 races on Dirt tracks. Has placed in the last 2 races. Has placed in 4 of the last 6 races. Placed in 2 of 2 races at Charles Town.

place7SlanderousML 5/1

Rating board at 83.0. Ridden by Nomar Arroyo Bueno. 3 wins and placed in 11 of 18 races on Dirt tracks. Has placed in the last 2 races.

show12Tierra SantaML 6/1

Rating board at 80.7. Ridden by Denis Vicente Araujo. Ranked 2nd for recent race speed at 12.58 sec/furlong. For past year, Jockey has a 18% win rate and finished in the money in 61% of races.

Premium Content

Get the Full Card Analysis

Unlock expert picks for every race, detailed speed figures, trainer angles, and our SmartBet recommendations.

View Plans Sign In

Good luck at Charles Town today! Remember to check back for live odds updates and follow us for real-time picks throughout the card. Subscribe to TrackWiz for full access to every race at every track.

← Back to all picks

Best Bets

Race 1↗

Race 2↗

Race 3↗

Full Card Analysis

Get the Full Card Analysis

Race 1

Race 2

Race 3