Our Chepstow racing tips cover all 7 races on the card today, Thursday 21st May 2026. The action gets underway at 17:30 and runs through to 20:40, with going reported as 6.9) (Good to soft (goingstick).
A few names jump off the page from a course-form perspective. Spirit Of The Bay boasts a 50% strike rate from 4 runs at the track, Dylan Hogan has been in fine form here with 3 wins from 12 rides, Sir Mark Prescott Bt’s yard sends out runners with a 36.36% strike rate at this venue. Below you’ll find race-by-race breakdowns with our top selections, live odds and tipster picks.
Tipster Performance at Chepstow
Here’s how the leading tipsters have fared at Chepstow over the last two years (minimum 10 selections):
| Tipster | Source | Selections | Wins | Win % | Place % |
|---|---|---|---|---|---|
| Mercury | Daily Post | 11 | 6 | 54.55% | 90.91% |
| The Brigadier | punterslounge.com | 14 | 6 | 42.86% | 78.57% |
| Jason Heavey | The Star | 13 | 4 | 30.77% | 84.62% |
| Mirror Online | Mirror Online | 10 | 3 | 30% | 40% |
| Jim Delahunt | Scottish Sun | 10 | 3 | 30% | 50% |
17:30 – LSL Racing Horse Sales Syndication Leasing Restricted Maiden Stakes (Bands C/D) (GBB/IRE Incentive)
Race Details: 6f | Class 4 | Going: 6.9) (Good to soft (goingstick) | | flat
This looks a fairly typical early-season 2yo restricted maiden: plenty of unknowns, a handful with experience, and one or two better-bred debutants from yards that know the time of day. Ariane Sky sets the standard on what we’ve actually seen after a solid fifth and she has a fair bit less weight than some of the colts, while Romidijo and Forest Berry also bring useful racecourse evidence to the table. Green Titan is the obvious talking horse on debut for George Boughey and Billy Loughnane, and the market has latched onto him, but these restricted maidens can throw up a value angle against the sexy newcomer. It’s not a deep race, but it is a tricky one because the balance between proven form and stable promise feels especially fine.
Top Selections
1. Ariane Sky – 10/3 with Bet365
Jockey: David Probert | Trainer: James Owen | Form: 5 | Rating: 69 | Topspeed: 43
Ariane Sky is the one with the most persuasive piece of form in the book and, in a race where several arrive with guesswork attached, that counts for plenty. Her debut fifth earned a mark of 69, the best figure on offer here, and she gets in with just 125lb, which is a tidy advantage against the male newcomers carrying 133. There should be improvement to come from that first outing, and James Owen’s youngsters usually know enough to hold their pitch. David Probert is a positive booking for a filly who looks straightforward, and at 10/3 she makes more appeal than shorter-priced debutants in a race of this nature. Bet: WIN
2. Romidijo – 7/1 with Bet365
Jockey: Hector Crouch | Trainer: Charlie Clover | Form: 8 | Rating: 63 | Topspeed: 53
Romidijo finished only eighth on debut, but that bare placing doesn’t tell the whole story and his numbers give him a squeak at a much bigger price than the principals. A 63 rating is perfectly workable in this company and his Topspeed of 53 is actually the best in the field, which suggests there was more merit in that opening run than first meets the eye. From stall 1, Hector Crouch should be able to get him organised early, and Charlie Clover’s juveniles can step forward markedly from their first day at school. In a race where plenty are untested, 7/1 looks fair for an each-way punt on one with a concrete bit of form. Bet: EACH-WAY
Danger: Green Titan is the obvious threat if the Boughey yard has him tuned up first time, while Forest Berry also has the right connections to leave his debut run well behind.
Betting Strategy
Ariane Sky is the percentage play and looks the solid win bet on the best existing form in the field. Romidijo is the each-way alternative at 7/1, with his Topspeed figure making him more interesting than his finishing position suggests. The market should tell the story with Green Titan, but at the prices I’d rather side with racecourse evidence than stable reputation.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Green Titan | 3/1 | 3/1 | 3/1 | 3/1 | 11/4 | 3/1 (Bet365) |
| Alfey Moon | 33/1 | 28/1 | 28/1 | 28/1 | 28/1 | 33/1 (Bet365) |
| Benefacta | 11/1 | 17/2 | 9/1 | 9/1 | 9/1 | 11/1 (Bet365) |
| Jazzy Bay | 14/1 | 11/1 | 12/1 | 12/1 | 12/1 | 14/1 (Bet365) |
| Metamouse | 16/1 | 14/1 | 16/1 | 16/1 | 16/1 | 16/1 (Bet365) |
| Marralyn | 22/1 | 25/1 | 25/1 | 25/1 | 22/1 | 25/1 (Betfair) |
| Romidijo | 7/1 | 13/2 | 7/1 | 13/2 | 13/2 | 7/1 (Bet365) |
| Ariane Sky | 10/3 | 10/3 | 10/3 | 10/3 | 3/1 | 10/3 (Bet365) |
| Forest Berry | 8/1 | 8/1 | 8/1 | 15/2 | 8/1 | 8/1 (Bet365) |
| Turtle Star | 80/1 | 100/1 | 100/1 | 100/1 | 80/1 | 100/1 (Betfair) |
18:05 – Why Bet Elsewhere, David Lucas Bookmakers Handicap
Race Details: 5f | Class 4 | Going: 6.9) (Good to soft (goingstick) | | flat
A sharp little six-runner sprint, but not an especially deep one, and that should keep the focus on the few with solid recent credentials. Em Four arrives in the best nick after a string of productive runs and has the profile of one still going the right way, while El Bufalo has been a touch frustrating since winning but is weighted to be competitive again. Betsen is better than his latest effort and Marching Mac has enough raw speed to get involved if bouncing back, though both come with questions. So Smart is dangerously well treated on the figures with that feather weight, but age and recent form leave him with something to prove. In truth, this looks a race where current sharpness may matter more than hidden handicapping tricks.
Top Selections
1. Em Four – 3/1 with Bet365
Jockey: Saffie Osborne | Trainer: Jamie Osborne | Form: 514313 | Rating: 91 | Topspeed: 83
Em Four sets the standard on recent evidence and is the one I want on side. That form string tells its own story: he has been running well almost every time, winning once and making the frame repeatedly, and his Topspeed mark of 83 is the best in this field. He is operating off 91 now, so there is not much room for error, but he is plainly thriving and this stiff 5f should suit a horse who keeps finding under pressure. Saffie Osborne knows how to deliver one late in these sprints and 3/1 feels perfectly fair rather than cramped in a race lacking depth. Bet: WIN
2. El Bufalo – 4/1 with Paddy Power
Jockey: Billy Loughnane | Trainer: Thomas Faulkner | Form: 1-1256 | Rating: 89 | Topspeed: 81
El Bufalo is the each-way angle, even in a six-runner race with only two places, because there is enough substance to his profile to think he can hit the frame at the very least. He began this spell in excellent order and, while his last two runs have taken a bit of the shine off, he has not exactly been disgraced and now races from a mark of 89. Billy Loughnane is a positive booking in a race that may be decided by who gets organised quickest in the closing stages. At 4/1, he looks the value alternative to the favourite and a fair each-way punt if you want cover against another solid Em Four effort. Bet: EACH-WAY
Betting Strategy
Keep it simple here. Em Four is the win bet because he brings the strongest current form and the best recent speed figure to the table. El Bufalo makes most appeal as the each-way option at the prices, with Billy Loughnane a notable plus. The obvious dangers are Betsen if forgiven a poor latest run and So Smart, who is very well in at the weights.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Betsen | 10/3 | 10/3 | 3/1 | 10/3 | 3/1 | 10/3 (Bet365) |
| Em Four | 3/1 | 11/4 | 11/4 | 11/4 | 3/1 | 3/1 (Bet365) |
| Marching Mac | 4/1 | 9/2 | 4/1 | 5/1 | 4/1 | 5/1 (Sky Bet) |
| El Bufalo | 7/2 | 7/2 | 4/1 | 10/3 | 11/4 | 4/1 (Paddy Power) |
| Lazzar | 17/2 | 15/2 | 13/2 | 8/1 | 15/2 | 17/2 (Bet365) |
| So Smart | 6/1 | 6/1 | 7/1 | 13/2 | 13/2 | 7/1 (Paddy Power) |
Tipster Selections
| Tipster | Selection |
|---|---|
| On The Nose | El Bufalo |
| Lambourn | Em Four |
18:40 – Guaranteed Odds At David Lucas Bookmakers Handicap
Race Details: 5f | Class 6 | Going: 6.9) (Good to soft (goingstick) | | flat
This won’t take much winning, but that doesn’t automatically make it simple. In a five-runner Class 6 sprint, tactical speed and track position can count for plenty, and there isn’t much between a few of these on exposed figures. Boston Max brings the standout rating and arrives off a win, so he’s the obvious one to beat, but he does have to back that up under a penalty in different conditions. Stock Market has been knocking on the door and looks the solid alternative, while Forever Glamorous is interesting from the inside stall after a decent comeback second. Jane Of The Jungle has bits and pieces of form but needs more than she’s shown lately. It’s a modest little contest rather than a deep one, and the market leader looks hard to oppose.
Top Selections
1. Boston Max – 6/4 with Betfair
Jockey: Billy Loughnane | Trainer: Gordon Elliott | Form: 900-1 | Rating: 71 | Topspeed: 43
Boston Max is the one with the most upside in a race where several of these are already looking fully exposed. He left three poor runs behind when getting off the mark last time, and while that bare form doesn’t scream certainty, it was still a step forward and this mark of 71 makes him the clear class edge in the field. Billy Loughnane is an eye-catching booking in a five-furlong dash where decisiveness matters, and if this colt breaks on terms from stall 5 he should have the pace to sit handy and dictate matters. At 6/4, he isn’t a gift, but he is the likeliest winner.
Bet: WIN
Betting Strategy
Keep it straightforward in a five-runner race: Boston Max is the win play and the only bet. He has the best recent piece of form, the highest rating and the profile of one who may still have a bit more to offer. Stock Market looks the main danger if this turns into a scrap, with Forever Glamorous next on the shortlist from the inside draw.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Stock Market | 5/2 | 11/4 | 11/4 | 5/2 | 5/2 | 11/4 (Betfair) |
| Jane Of The Jungle | 7/1 | 13/2 | 7/1 | 7/1 | 13/2 | 7/1 (Bet365) |
| Boston Max | 11/8 | 6/4 | 6/4 | 6/4 | 11/8 | 6/4 (Betfair) |
| Forever Glamorous | 7/2 | 5/2 | 5/2 | 5/2 | 3/1 | 7/2 (Bet365) |
| My Mate Mackley | 16/1 | 14/1 | 14/1 | 14/1 | 14/1 | 16/1 (Bet365) |
19:10 – Treble Odds L15s At David Lucas Handicap
Race Details: 7f | Class 5 | Going: 6.9) (Good to soft (goingstick) | | flat
This is a proper Chepstow handicap puzzle rather than a race packed with obvious authority. Opening Bat heads the market on last season’s solid 3yo form and is entitled to go well for Harry Charlton, but he returns from a break in a contest full of battle-hardened handicappers. Romanovich is thriving and looks dangerously well treated from the foot of the weights, while Dapper Gee Gee arrives in fair nick and should be competitive again. Terries Royale has the inside draw and a workable setup for a horse who often gives his running, and Too Much Trevor is weighted to outrun his price if the race gets messy late on. In truth, this looks the sort where a low draw, tactical position and willingness to see out the final furlong on softish ground could prove decisive.
Top Selections
1. Romanovich – 11/2 with Paddy Power
Jockey: David Probert | Trainer: John O’Shea | Form: 595163 | Rating: 85 | Topspeed: 68
Romanovich makes plenty of appeal in a race where a few of the shorter-priced ones still have something to prove. He comes here off the back of a win three starts ago and another solid placed effort, and that recent 595163 line says he is in the groove rather than searching for it. Stall 4 is a positive around here, his low weight is a major asset on this ground, and David Probert is exactly the sort you want on a streetwise 7f handicapper. At 11/2 with Paddy Power, he looks a fair price against rivals carrying more and doing less. Bet: WIN
2. Too Much Trevor – 11/1 with Sky Bet
Jockey: Olivia Tubb | Trainer: Grace Harris | Form: 3446-5 | Rating: 77 | Topspeed: 73
Too Much Trevor is the each-way angle at the prices because he has a better chance than the market suggests if building on his latest run. That reappearance fifth was not a bad effort in context, and his overall profile reads like one of those exposed handicappers who is ready to strike when the race falls right. The standout figure here is the Topspeed mark of 73, the best in the field, and off just 116 he gets in very lightly for a race of this nature. Grace Harris knows how to place one at this level, and 11/1 with Sky Bet is more than fair for a horse with four places on offer. Bet: EACH-WAY
Betting Strategy
Romanovich is the win play: he is in form, well drawn and attractively weighted for a race lacking a standout. Too Much Trevor is the each-way punt at double-figure odds, especially with four places available. Opening Bat is the obvious danger if fully tuned up after the layoff, while Dapper Gee Gee is respected but looks a shade short enough in the market.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Sixfiveseven | 33/1 | 28/1 | 28/1 | 28/1 | 28/1 | 33/1 (Bet365) |
| Wodao | 8/1 | 15/2 | 8/1 | 10/1 | 17/2 | 10/1 (Sky Bet) |
| Opening Bat | 9/4 | 85/40 | 85/40 | 2/1 | 9/4 | 9/4 (Bet365) |
| Spirit Of The Bay | 18/1 | 14/1 | 16/1 | 25/1 | 18/1 | 25/1 (Sky Bet) |
| Dapper Gee Gee | 4/1 | 7/2 | 7/2 | 10/3 | 10/3 | 4/1 (Bet365) |
| Cypriot Diaspora | 18/1 | 12/1 | 12/1 | 22/1 | 16/1 | 22/1 (Sky Bet) |
| Stoneywell | 33/1 | 33/1 | 33/1 | 50/1 | 40/1 | 50/1 (Sky Bet) |
| Terries Royale | 7/1 | 7/1 | 15/2 | 9/1 | 15/2 | 9/1 (Sky Bet) |
| Margorie | 12/1 | 12/1 | 12/1 | 12/1 | 12/1 | 12/1 (Bet365) |
| Romanovich | 5/1 | 5/1 | 11/2 | 7/2 | 9/2 | 11/2 (Paddy Power) |
| Too Much Trevor | 10/1 | 9/1 | 9/1 | 11/1 | 10/1 | 11/1 (Sky Bet) |
Tipster Selections
| Tipster | Selection |
|---|---|
| racing-daily.com | Terries Royale |
19:40 – Get Raceday Ready With Lucas Bookies Handicap
Race Details: 6f | Class 6 | Going: 6.9) (Good to soft (goingstick) | | flat
This is the sort of Class 6 sprint where you can make a case for plenty, but not all cases are created equal. Dancing With Drums arrives on the back of a win and is the obvious starting point despite a wide draw, while Dragon God has been knocking on the door and looks well positioned from stall 1 if this turns tactical. Dayman and Autumn Angel are the type to get involved if things fall right, but both need to bounce back a touch, and veterans like Punchbowl Flyer are starting to look a little exposed. In a race lacking depth, recent momentum could count for plenty, but over 6f at Chepstow in these grades, track position and how they handle the ground will decide more than flashy profiles.
Top Selections
1. Dancing With Drums – 10/3 with Betfair
Jockey: Charles Bishop | Trainer: Adam Kirby | Form: 11-571 | Rating: 73 | Topspeed:
He is 4lb higher for winning last time, but this doesn’t look a brutal race for the grade and there was enough in that latest success to think he can follow up. The recent form figures suggest a horse who has found his level again, and unlike plenty in here, he comes with a bit of confidence and momentum. Stall 11 is not ideal, but if Charles Bishop can get him across without doing too much too soon, he has the strongest recent profile in the line-up. Available at 10/3, he is not missed by the market, but he still makes plenty of appeal as the most likely winner. Bet: WIN
Bet: WIN
2. Dragon God – 4/1 with Betfair
Jockey: Billy Loughnane | Trainer: Tony Carroll | Form: -58933 | Rating: 68 | Topspeed: 56
He is the one at a slightly bigger price who makes plenty of each-way sense. Those last two third-place finishes tell you he is running his race, and from stall 1 he should get a much kinder passage than some of the more fancied runners drawn wider out. Billy Loughnane is a positive booking in this sort of sprint, and Tony Carroll has a few darts here, but this one looks the yard’s most solid option. He doesn’t have much in hand on the figures, yet consistency counts for plenty in a race full of unreliable types. At 4/1 he is hardly flying under the radar, but he still looks a sound each-way punt.
Bet: EACH-WAY
Betting Strategy
Dancing With Drums is the straight win play because he is the one arriving here in form and this is not a deep Class 6. For an each-way alternative, Dragon God looks solid enough to hit the frame again, especially from a low draw. The main danger is probably Autumn Angel, who is well treated on a going day, while Dayman is not one to dismiss lightly either.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | Best |
|---|---|---|---|---|---|
| Snuggle | 11/1 | 11/1 | 14/1 | 14/1 | 14/1 (Paddy Power) |
| Punchbowl Flyer | 15/2 | 15/2 | 12/1 | 12/1 | 12/1 (Paddy Power) |
| Dancing With Drums | 11/4 | 10/3 | 11/4 | 11/4 | 10/3 (Betfair) |
| Dragon God | 10/3 | 4/1 | 7/2 | 7/2 | 4/1 (Betfair) |
| Son Of Astar | 10/1 | 11/1 | 10/1 | 10/1 | 11/1 (Betfair) |
| Macarone | 11/1 | 17/2 | 10/1 | 10/1 | 11/1 (Bet365) |
| Dayman | 10/1 | 10/1 | 7/1 | 7/1 | 10/1 (Bet365) |
| Captain Cess | 25/1 | 25/1 | 20/1 | 20/1 | 25/1 (Bet365) |
| A Rose Adaay | 25/1 | 25/1 | 20/1 | 20/1 | 25/1 (Bet365) |
| Autumn Angel | 10/1 | 15/2 | 8/1 | 15/2 | 10/1 (Bet365) |
| Alyara | 28/1 | 28/1 | 25/1 | 25/1 | 28/1 (Bet365) |
| Griselda | 10/1 | 14/1 | 10/1 | 9/1 | 14/1 (Betfair) |
| Anglesey Lad | 16/1 | 16/1 | 14/1 | 14/1 | 16/1 (Bet365) |
Tipster Selections
| Tipster | Selection |
|---|---|
| RP Ratings | Dancing With Drums |
20:10 – David Lucas Best Prices Welsh Sport Maiden Stakes (GBB/GBBPlus Race)
Race Details: 1m 2f | Class 3 | Going: 6.9) (Good to soft (goingstick) | | flat
This looks a small-field maiden with a fairly obvious shape to it, but not quite the penalty kick the market might suggest. Windbreaker sets the standard on what he showed in two runs last season and is the one they all have to beat for William Haggas, while Leonato took a good step forward when third on his reappearance and looks the most likely improver among those with experience. Hapiness is the wildcard, making a belated debut for Ralph Beckett and immediately commanding respect in a race lacking depth. Battle Of Maldon has at least shown a bit, but needs another lift, while Easwrith Destiny and Strong Man Tom have a good deal to find. It’s not a vintage maiden, but it is a race where latent improvement will decide plenty.
Top Selections
1. Windbreaker – 11/8 with Bet365
Jockey: Shane Foley | Trainer: William Haggas | Form: 53- | Rating: 75 | Topspeed:
Windbreaker is hard to oppose on the evidence we have. He posted the best rating in the field at 75, shaped with promise in both starts at two, and the move up to 1m2f looks a sensible one for a colt who hasn’t been asked a really searching stamina question yet. William Haggas rarely wastes bullets in races like this, and Shane Foley is an eye-catching booking. In a six-runner maiden where several rivals are either limited or unexposed, the one with the strongest established form is usually the right starting point. At 11/8, he’s short enough, but still the most likely winner.
Bet: WIN
2. Hapiness – 7/2 with Bet365
Jockey: Hector Crouch | Trainer: Ralph Beckett | Form: | Rating: | Topspeed:
Hapiness is the interesting each-way angle because this yard can get one ready first time and, in truth, it wouldn’t take a future pattern horse to make a big splash in this line-up. Ralph Beckett and Hector Crouch are a combination that always merits respect in middle-distance maidens, and the market support suggests she’s expected to know her job. With only six runners, you need a horse capable of hitting the frame at worst, and she makes more appeal than Battle Of Maldon at the prices because her ceiling is unknown. Available at 7/2, she looks the value against exposed opposition for an each-way punt.
Bet: EACH-WAY
Betting Strategy
Windbreaker is the solid win play and the one with the clearest claims on form. For an each-way option, Hapiness makes more appeal than the exposed colts because she could easily be better than average on debut for Beckett. Leonato is the obvious danger after his improved second start, while Battle Of Maldon looks vulnerable if this turns into a proper test of class.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Strong Man Tom | 200/1 | 150/1 | 200/1 | 150/1 | 200/1 | 200/1 (Bet365) |
| Battle Of Maldon | 3/1 | 18/5 | 4/1 | 7/2 | 10/3 | 4/1 (Paddy Power) |
| Easwrith Destiny | 40/1 | 50/1 | 50/1 | 50/1 | 40/1 | 50/1 (Betfair) |
| Leonato | 10/3 | 11/4 | 10/3 | 3/1 | 10/3 | 10/3 (Bet365) |
| Windbreaker | 11/8 | 11/10 | 6/5 | 11/10 | 6/5 | 11/8 (Bet365) |
| Hapiness | 7/2 | 3/1 | 16/5 | 3/1 | 10/3 | 7/2 (Bet365) |
Tipster Selections
| Tipster | Selection |
|---|---|
| Melissa Jones | Windbreaker |
20:40 – David Lucas, Wales Leading Independent Bookmaker Handicap (GBBPlus Race)
Race Details: 1m 2f | Class 4 | Going: 6.9) (Good to soft (goingstick) | | flat
This six-runner finale revolves around whether River King is simply better than these, because on profile he rather should be. Richard Hannon’s 4yo signed off last season with a win and arrives as the obvious one to beat, but he’s cramped enough in the market for a race that isn’t completely straightforward. Robbo is the interesting alternative, carrying a low weight despite a lofty mark and bringing the best Topspeed figure in the field, while Alcaraz is a solid yardstick if returning ready enough. Crystal Mariner also ended last year on the up, so there are a couple lurking if the favourite underperforms. It’s not a deep Class 4, but it’s a tactical little contest where positioning and turn of foot could prove decisive.
Top Selections
1. River King – 1/1 with Betfair
Jockey: Sean Levey | Trainer: Richard Hannon | Form: /3231- | Rating: 95 | Topspeed: 80
He’s short, but there are solid reasons for it. River King was shaping like a handicap winner in waiting before getting the job done on his final start last season, and an opening mark of 95 does not look beyond him if he has trained on at all from three to four. Sean Levey is a strong booking for a race that may become tactical, and this colt has the profile of one still going the right way rather than one merely holding his level. At evens he isn’t exactly stealing money, but in a race lacking depth he is still the one with the most persuasive upside. Bet: WIN
Bet: WIN
2. Robbo – 5/1 with Bet365
Jockey: Ashley Lewis | Trainer: Thomas Faulkner | Form: 0-0363 | Rating: 100 | Topspeed: 94
Robbo looks the value play if you want to take on the favourite at the prices. He’s officially the highest-rated horse in the race and his Topspeed figure of 94 stands out in this field, which tells you he has the raw ability to make a race of it. The recent form string is not flashy, but that latest third suggested he was edging back toward his best, and his low weight of 123 could be a big asset if this turns into a proper test in the closing stages. Available at 5/1, he makes plenty of each-way appeal in a small field where only a couple make obvious win cases. Bet: EACH-WAY
Bet: EACH-WAY
Betting Strategy
Keep it simple: River King is the win bet because he’s the progressive one and still may not have reached his ceiling. For an each-way punt, Robbo makes more appeal than the other alternatives at the prices, especially with that standout Topspeed figure. Alcaraz is the obvious danger if fully tuned up after a break, while Crystal Mariner isn’t dismissed.
Live Odds Comparison
| Horse | Bet365 | Betfair | Paddy Power | Sky Bet | William Hill | Best |
|---|---|---|---|---|---|---|
| Alcaraz | 6/1 | 9/2 | 5/1 | 9/2 | 11/2 | 6/1 (Bet365) |
| Crystal Mariner | 6/1 | 5/1 | 11/2 | 5/1 | 11/2 | 6/1 (Bet365) |
| River King | 5/6 | 1/1 | 1/1 | 1/1 | 10/11 | 1/1 (Betfair) |
| Naples | 14/1 | 11/1 | 12/1 | 12/1 | 12/1 | 14/1 (Bet365) |
| The Green Mile | 12/1 | 8/1 | 9/1 | 8/1 | 10/1 | 12/1 (Bet365) |
| Robbo | 5/1 | 9/2 | 5/1 | 9/2 | 5/1 | 5/1 (Bet365) |
Tipster Selections
| Tipster | Selection |
|---|---|
| Ratings Hub | River King |
Chepstow Course Specialists
Horses To Note
The top course performers among today’s runners:
| Horse | Runs | Wins | Win % | Place % |
|---|---|---|---|---|
| Spirit Of The Bay | 4 | 2 | 50% | 75% |
| Romanovich | 12 | 4 | 33.33% | 41.67% |
| Dapper Gee Gee | 3 | 1 | 33.33% | 66.67% |
| Punchbowl Flyer | 7 | 2 | 28.57% | 71.43% |
| Connie’s Rose | 29 | 7 | 24.14% | 62.07% |
Jockeys To Note
The pilots with the strongest records at the course:
| Jockey | Rides | Wins | Win % | Place % |
|---|---|---|---|---|
| Dylan Hogan | 12 | 3 | 25% | 33.33% |
| Saffie Osborne | 74 | 15 | 20.27% | 44.59% |
| Clifford Lee | 5 | 1 | 20% | 60% |
| Billy Loughnane | 48 | 9 | 18.75% | 35.42% |
| Hector Crouch | 95 | 17 | 17.89% | 38.95% |
Trainers To Note
Yards that have done well at Chepstow:
| Trainer | Runners | Wins | Win % | Place % |
|---|---|---|---|---|
| Sir Mark Prescott Bt | 22 | 8 | 36.36% | 50% |
| James Owen | 17 | 6 | 35.29% | 47.06% |
| Ralph Beckett | 46 | 14 | 30.43% | 50% |
| George Boughey | 27 | 7 | 25.93% | 55.56% |
| Phil McEntee | 13 | 3 | 23.08% | 46.15% |
Summary & Best Bets
That wraps up our Chepstow racing tips for Thursday 21st May 2026. We’ve covered all 7 races with our top selections highlighted above. Use the betting strategies as a starting point, always shop around for the best odds, and never bet more than you can afford to lose.
FAQ
What time does racing start at Chepstow today?
The first race at Chepstow on Thursday 21st May 2026 goes off at 17:30, with 7 races scheduled in total.
What is the going at Chepstow today?
The going at Chepstow is reported as 6.9) (Good to soft (goingstick).
How many races are at Chepstow today?
There are 7 races on the card at Chepstow today, running from 17:30 through to 20:40.
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