Bennyworth 33/1 Headlines Monday's Big-Price Value Picks at Windsor
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Bennyworth 33/1 Headlines Monday's Big-Price Value Picks at Windsor

POPatrick O'Leary
June 1, 2026

Bennyworth 33/1 Headlines Monday’s Big-Priced Outsiders

If you're a fan of digging deep for value, today’s racing card is a treasure trove, headlined by Bennyworth at a chunky 33/1 in Windsor's 20:15. With 42 races across six tracks in the UK and Ireland, there’s no shortage of opportunity to back longer-priced runners who have every chance of upsetting the market. We’ve scoured the data for horses that tick the boxes for course suitability, going preferences, and offers value irresistible to any discerning punter.

Let’s break down the day's standout longshots and potential money-spinners.

Bennyworth (33/1) – Windsor 20:15

First up is Bennyworth in the 20:15 at Windsor, a seven-runner 1m 3f handicap on good-to-soft going. At 33/1 with Paddy Cosgrave booked to ride, he might be overlooked by many, but there are reasons to think he could sneak into contention. Despite being the rank outsider, Bennyworth has posted respectable form over middle distances at Class 5 and Class 6 levels. His two starts over similar trips saw him finish a staying-on fourth and a close fifth – both within striking range in competitive fields.

What catches the eye here is the going. Bennyworth's solitary career win came on soft ground, suggesting the cut in the turf today will suit him better than some of his rivals. The market leader, for instance, is Moonlit Knight at 5/2, but this gelding’s best form is on faster surfaces. At 33/1, Bennyworth is unexposed on the conditions, and if he can find improvement from 3lb lower than his last mark, he could be a value each-way shout worth considering.

Jel Pepper (15/2) – Windsor 19:15

At 15/2, Jel Pepper represents the perfect balance of value and probability in the 19:15, a competitive Class 4 sprint handicap over 6 furlongs. Daniel Muscutt takes the ride on this consistent four-year-old for trainer Tony Carroll, who boasts a 12% strike rate at Windsor over the last five seasons. Jel Pepper hasn’t won since his debut but has been knocking on the door in higher-grade sprints, including a close second over 5f at Newbury two starts ago.

The extended furlong here should suit his running style, as he’s often finishing with a rattle. The key question will be whether he can navigate the likely softening ground, but with the field lacking a standout performer, Jel Pepper is well-handicapped to land this off 71. Each-way backers take note.

Winchurch (6/1) – Wolverhampton 21:00

In the finale at Wolverhampton (21:00), Winchurch offers a cracking price at 6/1 in an 8-runner 1m 4f Class 6 handicap on the Tapeta. Ridden by Robert Havlin (22% strike rate with favourites at Wolverhampton), this four-year-old gelding is returning to his preferred trip after a disappointing run over shorter last time.

Track form is key here: Winchurch has placed twice in three attempts at Wolverhampton, including a commanding runner-up effort over this course and distance in April. The step back up in trip is exactly what he needs, and down 1lb to an official rating of 58, he looks feasibly weighted to go one better. With most of the field inconsistent and likely to struggle on synthetic surfaces, Winchurch’s proven Tapeta affinity strengthens his claims.

Potential Each-Way Plays at Gowran Park

If Windsor and Wolverhampton don’t satisfy your craving for long-priced fancies, Gowran Park’s large fields provide fertile hunting ground. The standout here is the 14-strong 16:19 race over 1m 1f 120y, where conditions are yielding with good patches. In such tricky mixed going, anything can happen, and horses proven on softer surfaces are worth siding with.

One such runner is Meadow Monarch (12/1), who clocked a second-place finish in heavy ground last October. His fitness and form are queries, having been off for 169 days, but his price more than compensates for the risks.

Meanwhile, for those chasing monster paydays, consider Mountain’s Call in the 14:34 (1m 4f 40y; 16 runners). At 28/1, she brings potential improvement after unplaced efforts over shorter trips on unsuitable firm ground. A return to more forgiving conditions could unlock latent stamina in this mare.

Short-Priced Contenders to Include in Multiples

While our focus today is on big-priced value, it’s impossible to ignore the day’s NAP, King Of Earth, heading the betting at 2/3 in Wolverhampton’s 20:00 (1m 142y, Standard Tapeta). Trained by William Haggas and ridden by Tom Marquand, King Of Earth has looked the class act in all four starts to date, culminating in a runaway 4-length maiden victory last month.

His rating of 84 underestimates his potential, and he should prove far too good stepping into handicaps off this mark. Take a look at our accumulator tips to combine King Of Earth with other strong favourites like Steal Your Soul (6/5, Assiniboia Downs 07:50) to build the day’s more conservative bets.

Best Bets Summary

  • Bennyworth (33/1) – Windsor 20:15 – Each-way value on soft ground
  • Jel Pepper (15/2) – Windsor 19:15 – Looks well-handicapped to strike
  • Winchurch (6/1) – Wolverhampton 21:00 – Proven course and distance form
  • King Of Earth (2/3) – Wolverhampton 20:00 – Banker material for the evening
  • Meadow Monarch (12/1) – Gowran Park 16:19 – Each-way shout in big-field handicap

Whether you’re targeting each-way glory, building out a big-priced Yankee, or locking in solid win singles, today’s action promises variety and value in abundance. For full racecards, head to our dedicated page here, and don’t forget to use our betting calculator to plan your stakes.