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Home Tips

Chepstow & York Racing Tips – October Jumps & Flat Picks

Ashley Symonds by Ashley Symonds
January 16, 2026
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Winter Million Meeting

Chepstow and York racing tips, analysis and picks

How we approach October jumps and Flat race betting

October brings changeable ground, fresh horses and early-season unknowns that demand a measured approach when assessing each race. Our aim is to combine form reading, trainer patterns and sensible staking to produce informed, responsible selections.

Key form factors to assess before backing runners

Recent race fitness, the nature of a horse’s reappearance and the form of last-season targets are the primary indicators to weigh on an October card. Look for horses whose recent schooling, breeze-ups or wind operations suggest they have been prepared to run, rather than assuming a return equals readiness.

Assessing recent race fitness and preparation

A horse that ran competitively in a recent comeback or had a clear schooling report is often a safer prospect than one returning from a long spell without public gallop evidence. Trainers who target specific small-field reappearances tend to have horses fitter for the first run than those sent straight for big handicaps.

How ground, draw and trip can influence form

Soft ground or a stiff gallop can materially alter the chance of speed horses, while low draws at York five-furlong sprints have recently held sway. Always cross-check how a horse handled similar conditions in the past rather than relying on a single good or bad run.

Trainer and jockey patterns that shift each-way chances

Some yards aim to have certain horses ready first time up and others do their best work after a run; identify which trainers show a preference for early targets. Jockey bookings can be telling — a stable’s first-choice rider suggests confidence and can change an each-way outlook in sizable handicaps.

Practical staking plans and managing your betting bank

Decide a unit size based on your bank and risk tolerance and stick to it; a small, consistent unit helps manage variance across months. Prefer modest each-way wagers in competitive handicaps and larger win units for races where a single standout profile is clear.

Interpreting horses returning after long layoffs sensibly

Horses off many months can perform well but often need a run to reach peak; check for recent schooling and stable notes before backing at big odds. Treat long layoffs as a risk factor and reduce stakes unless the trainer has a clear plan and proven first-up record.

Using recent big-race form to read into handicaps

Big-race form can be a useful guide: a horse finishing close to high-class rivals may be well-handicapped in a mid-level contest. When evaluating horses like Orazio and Sail Away, consider the form of rivals and how subsequent performances by those rivals validate the line of form.


Yesterday, day one of the Chepstow Jumps Season Opener reminded me of one cruel fact. October is tough.

One can study pedigrees, form, or ground conditions, but if a horse isn’t ready, they aren’t ready.

Equally, they could be ready, but that horse could do something uncharacteristic on their first public outing for many months.

👀 Really taking chasing debut for DESTROYTHEEVIDENCE at @Chepstow_Racing.

Jumped his fences smartly and put in a good effort. Two nice horses.

According to the stable maths, that is also Kim Bailey's 1,500 winner as a trainer!

Bravo, @kimbaileyracing 👏pic.twitter.com/2jhmAzlfrK

— Ash Symonds Journalism (@ASymondsJourno) October 11, 2024

From the two Chepstow fancies yesterday, Ryan’s Rocket didn’t perform anywhere near his known form, which you can’t predict, and Moon Hunter was bumped along for the majority of his race.

Anyway, we move on to today with some good action over jumps and on the Flat.

 

2:15 Chepstow – Liari @ 5/2 with William Hill – 2pt Win

Embed from Getty Images

I’ve liked Liari all week, and I’m not ditching him at the 11th hour.

The form of Paul Nicholls’ horses is a worry based on the performances shown yesterday, but this race looks perfect for him, and he’s probably been targeted for it.

He won his first three starts for Nicholls last year, the second of which impressively as battled well at Aintree to see off the highly touted Knight Of Allen.

🔥 Paul Nicholls on Liari (best handicap chance):

“He’s as good as any of the others I’ve won the Boodles with – he’s a smart horse and I don’t think we have seen the best of him yet.

"He won very nicely at Musselburgh; made all, jumped brilliantly, and they didn’t get near… pic.twitter.com/CvAus6feEJ

— Ash Symonds Journalism (@ASymondsJourno) February 26, 2024

He then defied a penalty to beat Roaring Legend comfortably on much better ground at Musselburgh before disappointing massively in the Boodles at Cheltenham.

That wasn’t his full ability, and I believe a mark of 134 is still lenient for him.

 

2:40 York – Orazio @ 16/1 with Bet365 (6 places) – 1pt EW

Embed from Getty Images

I truly, honestly, wholeheartedly believed that I had stepped away from the Orazio cliff.

I left him alone at Ascot in July and I did the same at Ayr last time out, and on both occasions, he failed to hit the frame.

Orazio declared for the six-furlong handicap at York on Wednesday.

How many more chances? pic.twitter.com/0cAoq4giOe

— Ash Symonds Journalism (@ASymondsJourno) May 13, 2024

So, you would imagine that my brain would leave him alone until further notice, right?

Well, that notice came around sooner than I expected because I’m backing him today.

His mark of 101 doesn’t make him chucked in, but he is clearly effective off this mark having stayed on like a steam train off 100 in the most recent Wokingham at Royal Ascot.

Furthermore, the form of his third in the Listed Cammidge Trophy continues to look very good as the winner, Montassib, won the recent Group 1 Sprint Cup while the fourth, Adaay In Devon, has won two subsequent Listed races.

Montassib finds a gap to score in the closing stages and claim the Listed Cammidge Trophy Stakes at @DoncasterRaces… pic.twitter.com/2KG0lRAx2G

— At The Races (@AtTheRaces) March 23, 2024

I think he is ground versatile, but he’s probably a little bit more effective on a slower surface, so the soft ground at York will suit.

Speaking of York, low draws dominated the five-furlong handicap at the track yesterday, so his break from stall five should work.

Like I say every time he runs, I think there’s a lot going for him and he is classy. Off the cliff I go!

 

3:30 Chepstow – Into The Park @ 13/2 with Bet365 (5 places) – 1pt EW

Embed from Getty Images

I like the unexposed profile of Into The Park in the Silver Trophy Handicap Hurdle and his price is rather nice.

On hurdles debut, he chased down Tutti Quanti (an unexposed horse to follow from the Paul Nicholls yard) and Joyeuse (from the family of EPATANTE) at Taunton when giving plenty of weight away.

On his next start, he bolted up at Newbury and the fourth, Alnilam, has won two novice hurdles since, earning himself a rating of 125.

Wow! Into The Park is off the mark with a hugely impressive victory at @NewburyRacing for @PJHobbs1 and @MichelNolan1… pic.twitter.com/qQfFdnYvLv

— At The Races (@AtTheRaces) January 23, 2024

Furthermore, on his handicap debut off a mark of 120, he won snugly in a race that received a form boost thanks to Lallygag (fifth).

It’s a tough race, but I think there are plenty of upsides for Into The Park.

 

4:00 Chepstow – Jetoile @ 13/2 with William Hill (3 places) – 1pt EW

Embed from Getty Images

The John Ayres Memorial Handicap Chase is a fascinating race as plenty in the race deserve respect, but Jetoile should go well fresh.

He won the Old Roan Chase off a one-pound lower mark on his first start of last season and Al Dancer, Tommy’s Oscar, and Hang In There went on to frank the form.

🏇 Jetoile fends off Minella Drama in a thrilling conclusion to the Jewson Fast Set Finish Old Roan Limited Handicap Chase at a whopping 25/1 for Daryl Jacob and Ryan Potter 👏@Jewson | @RyanPot98522248 | @Dazjacob10 pic.twitter.com/trHp06zmtC

— Aintree Racecourse (@AintreeRaces) October 29, 2023

Running well fresh is a trait that Jetoile possesses as he nearly beat Aucunrisque on chase debut in 2022 and his hurdles debut at Cheltenham was solid in 2021.

His prominent racing style is likely to suit as it was hard to get into races yesterday, and he is giving Daryl Jacob is only ride on the card.

 

4:35 Chepstow – Sail Away @ 12/1 with Bet365 (4 places) – 1pt EW

Embed from Getty Images

After today is through, I could wince at the thought of cliff horses because Sail Away is a horse I have a soft spot for.

He served the column well at the end of the 2022/23 season when bolting up at Ayr in a novice handicap chase off 136, beating Forward Plan who has since improved 13lbs having won two valuable handicap chases.

The way he made all and jumped from fence to fence under Bridget Andrews was thoroughly impressive, and he did that thanks to his preferred good ground which he’ll get today.

Good day overall.

10/1 winner and 6/1 winning NAP with Anna Bunina & Thunder Rock both placing.

Thought SAIL AWAY was extremely good – great ride and jumped supremely well.

No dice at Newbury but will still keep TOIMY SON onside going forward.pic.twitter.com/gxp9amKlSa https://t.co/66bReeAJRj

— Ash Symonds Journalism (@ASymondsJourno) April 22, 2023

A few of his subsequent runs last season were disappointing, but some of his efforts on a faster surface warrant respect, notably his run in the Great Yorkshire Handicap Chase when behind Forward Plan again and the subsequent Bet365 Gold Cup runner-up Annual Invictus.

Less than a month later, he finished fourth of four in the Grade 1 Ascot Chase in order to prepare him for the Aintree Grand National meeting which he never got to because of sustained rain.

He was only beaten by 10 and a half lengths that day, a quite remarkable effort considering the horses ahead of him (Pic D’Orhy, Ahoy Senor, and L’Homme Presse) are, in my eyes, bonified Grade 1 horses.

Harry Atkins takes off a valuable seven pounds, so with a current workable mark of 140 and a better surface, he has every right to win this race.

Responsible gambling guidance and bookmaker comparisons

All betting and tipping content on this page is for readers aged 18+ and is provided for information and entertainment only. If you choose to bet, do so responsibly and never stake more than you can afford to lose.

We encourage comparing bookmaker terms, place-coverage and promotions before placing a bet rather than following impulse choices. You can explore current bookmaker offers through our comparison tools if you choose to bet responsibly.

Where to look for extra context and race-day information

On race day check for late alterations such as ground changes, non-runners and rider switches, which can materially change the picture in close handicaps. Follow stable social feeds, official declarations and starting price movers to refine your view before matching a stake.

Follow-up: assessing the performance after the race

Review how a horse handled the conditions and whether the run suggests improvement, stamina limitations or a tendency to race too keenly. Tracking post-race comments from trainers and jockeys helps when considering the same horse for future handicaps or novice events.

You can explore our recommended bookmaker offers for new customers and responsible comparisons at https://bestofbets.com/free-bets. For those interested in casino welcome offers from our affiliated sites, see the current list at https://bestofbets.com/casino-bonus.

Frequently asked questions about race tips and responsible betting

How should I size stakes for jumps and Flat selections?

Use a unit-based staking plan tied to a defined betting bank and avoid increasing stakes after losses. Always remember this site is for readers 18+ and to gamble responsibly.

What to look for when horses return from long breaks?

Check recent schooling, stable notes and first-up record; horses returning from long layoffs often need a run. Reduce stake sizes unless there is clear evidence of preparation.

How important is ground and draw at York and Chepstow?

Very important: York five-furlong draws and Chepstow’s undulations can favour particular styles, so match a horse’s past runs to the forecast conditions. Consider ground suitability before backing at scale.

When should I back each-way in big-field handicaps?

Consider each-way bets in large, competitive handicaps where the bookmaker pays several places and the selection has shown consistent form. Adjust stake size to reflect lower win probability.

Are bookmaker offers worth checking before placing bets?

Yes — checking terms, qualifying conditions and place coverage can improve value but never let offers override sound form analysis. Compare offers and stakes responsibly as an 18+ customer.

How do I avoid chasing losses and gamble responsibly?

Set loss limits, stick to unit staking, and take breaks after losing runs to reassess strategy rather than increasing stakes. If gambling stops being enjoyable, seek help and use support tools; always bet only if you are 18+ and can afford to lose.

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