Cheltenham Top 5’s: Five of the Biggest Cheltenham Disasters

We relive the Cheltenham memories that many would prefer to forget

Updated: April 1, 2026 at 3:35 pm GMT+1

The Cheltenham Festival is synonymous with electrifying races, record-breaking wins, and the thrill of victory.

But stories of disappointment, heartbreak, and racing disasters lurk beneath the jubilant cheers and champagne showers.

We explore five of the biggest Cheltenham disasters that left punters gobsmacked, trainers distraught, and jockeys speechless.


Latest Cheltenham Festival Betting Offers

Advertiser Disclosure:

Content on this site will contain reference to products or services from one or more of our advertisers or partners. We may receive compensation when you view ads or click on links to those products or services.

William Hill Sports logo
1
William Hill Sports
Bet £10, Get £30 in Free Bets for the World Cup
18+. Play Safe. Online only. Ends 31.12.26. New UK customers only, registering with promo code R30. Make your first deposit of £10+, then place a £10 single bet from main balance at odds of 1/2+ on any sports market (excluding Virtuals). Get £30 in Free Bets (3x£10) after settlement. Free Bets valid on any sports market excl. Virtuals, expire in 7 days, non-withdrawable and must be used in full (£10 each). Deposits via PayPal, Neosurf, Paysafe, Apple Pay, NETELLER, Skrill, ecoPayz, Kalibra/Postpay and WH PLUS Card excluded. One per customer. Full T&Cs apply. #ad
Midnite logo
2
Midnite
Bet £10, Get £30 in Free Bets for the World Cup
18+ New customers only. Place a £10+ bet at min odds 1/1 (2.0) within 14 days of sign-up. Get £30 in Free Bets, valid for 7 days on selected bets only. Free stake not returned with winnings. T&Cs apply. GambleAware.org
KWIFF logo
3
KWIFF
Bet £10, Get £40 in Free Bets for the World Cup
New UK customers. Place a £10 real money bet at min. 2.0 odds within 5 days of first deposit. Receive 4 x £10 Free Bets: 1 Single, 2 Accas (min. 3 selections), 1 Bet Builder (min. 3 selections). Excludes cashout, E/W, Multis, Virtuals & Odds Boosts. Credited after bet settlement. 7-day expiry. T&Cs apply. 18+ | GambleAware
BetMGM UK logo
4
BetMGM UK
Bet £10, Get £40 in Free Bets for the World Cup
New customers: Deposit £10+ within 7 days and place a sports bet. Get 4 x £10 Free Bets (2 x £10 Bet Builders & 2 x £10 Sports Bet). Valid 7 days. Min odds apply. Excludes virtual sports, esports and non-UK/IE horse racing. 18+. T&Cs apply.
Betfred logo
5
Betfred
Bet £10, Get £50 in Free Bets for the World Cup
New customers only. Register, deposit with Debit Card, and place first bet £10+ at Evens (2.0)+ on Sports within 7 days to get £30 in Sports Free Bets & £20 in Bet Builder Free Bets within 24 hours of settlement. 7-day expiry. Eligibility & payment exclusions apply. Full T&Cs apply
Bet442 Sport logo
6
Bet442 Sport
Bet £20, Get £20 in Free Bets For The Cheltenham Festival
18+. Gamble Responsibly. Gambleaware.org. New Customers Only. Min deposit £20. Maximum one £10 Free Bet & two £5 Bet Builder Free Bets. Qualifying bet must be placed at odds of Evens (2.00) or greater. Paid as bonus tokens: Token 1 Min odds Req: 4/5 (1.80). Token 2 & 3 are valid for Bet Builder only and are subject to min odds of 2/1 (3.00). T&Cs Apply.
Betfair logo
7
Betfair
Bet £10, Get £30 in Free Multi Bets for the World Cup
Place a min £10 bet on Sportsbook on odds of min EVS (2.0), get 3x £10 in Free Bet Builders, Accumulators or multiples to use on any sport. Rewards valid for 30 days. Only deposits via Pay by Bank, Apple Pay or Debit Card will qualify. T&Cs apply. Please Gamble Responsibly.
Grosvenor logo
8
Grosvenor
Double Your Odds, England to win the World Cup now 14/1
New customers. Max £10 (Exc Paypal). 100% Odds Boost token. T&Cs apply.
talkSPORT BET logo
9
talkSPORT BET
Bet £10, Get 3 x 200% Football Boost Tokens + 2 x £10 Free bets for the World Cup
18+ New Customers only. Opt in, deposit and bet £10+ on any Football market (1/1+ odds) within 7 days of sign up. Get 3 Boost tokens and 2 x £10 Free bets for set Football markets. Rewards expire in 30 days. T&Cs apply | GambleAware.org | Please gamble responsibly
Betway logo
10
Betway
Bet £10, Get £40 in Free Bets for the World Cup
New customers only. Place a min £10 pre-event bet at min odds of 2.0. £40 worth of Free Bet Tokens awarded on bet settlement. 4 x £10 each with betting restrictions. 7 day expiry. Debit Card deposits only (exclusions apply). 18+ GambleAware.org. Bet The Responsible Way Full Terms apply
Fitzdares Sport logo
11
Fitzdares Sport
Let’s bet personal - The world’s finest bookmaker
#ad. 18+. T&Cs apply.
Highbet Betting logo
12
Highbet Betting
Bet £10, Get £30 in Free Bets for the World Cup
Available to verified customers residing in the UK. Opt-in is required. Place your first bet of £10 at minimum odds of 1/1 on any sports market within 7 days of registering. Get £30 in Free Bets (1x £10 Horse Racing Free Bet + 1x £10 Football Acca Free Bet + 1x £10 Basketball Acca Free Bet) T&Cs apply. 18+ Please gamble responsibly.
Jeffbet logo
13
Jeffbet
Bet £10, Get a £30 Free Bet
18+| New Players Only. Min £10 qualifying bets, stake not returned. Free bet - one-time stake of £30, min odds 1.5, stake not returned. 1X wager the winnings. Wager from real balance first. Wager calculated on bonus bets only. Max conversion: £200. Free bets and Bonuses are valid for 7 days. Withdrawal requests void all active/pending bonuses. Full Terms apply.
Tote logo
14
Tote
Bet £10 Get £40 in Free Bets
New customers online only. Only valid with code B10G40 on registration. Bet a min £/€10 at odds of 1/1 (2.0) across sports or racing within 7 days of registration. Receive £/€20 Tote Credit, £/€10 Free Sports Bet and 2 x £/€5 Bet Builder within 48 hours of qualifying bet settlement. Qualifying bet is the first racing pool or sports bet added to bet slip. Voided/non-runner bets will not qualify; subsequent bet will be qualifying bet. 7-day expiry. 18+. One per customer. Selected customers only. Full T&Cs apply. Gambleaware.org.
bet365 logo
15
bet365
Bet £10, Get £30 in Free Bets for the World Cup
Min deposit requirement. Free Bets are paid as Bet Credits and are available for use upon settlement of qualifying bets. Min odds, bet and payment method exclusions apply. Returns exclude Bet Credits stake. Time limits and T&Cs apply. Registration Required

1. No Sixth for Golden Miller

1937 was a disaster for the greatest Cheltenham Gold Cup horse ever.

He may have been 10, but Golden Miller was arguably at the top of his game when seeking a sixth win in the showpiece National Hunt race.

Sadly, the weather had different ideas, and the entire meeting was abandoned as the racecourse was under a blanket of snow, which took weeks to melt.


2. Istabraq Denied

The 2001 Cheltenham Festival was also written off in its entirety, but this time, the weather was not to blame.

A countywide outbreak of foot and mouth disease initially saw the Festival put back a full month until April, but a further local case just five miles from the Gloucestershire course led to it being abandoned completely.

The Festival cancellation cost the betting industry an estimated £100m and the local economy £10m. More importantly, for racing fans, Istabraq was robbed of his opportunity to win an unprecedented fourth Champion Hurdle.


3. Ireland Draw a Blank in 1989

Ireland had enjoyed some amazing moments at the Cheltenham Festival during the mid-1990s – Cottage Rake won three Gold Cups in a row between 1948 and 1950, and Hatton’s Grace took the same number of Champion Hurdles between 1949 and 1951 for the Emerald Isle.

1968-1977 was a golden era for the country when their horses landed seven of the ten Gold Cups on offer, culminating in the unforgettable Cheltenham Festival of 1977 when there were a record seven Irish winners.

But a deep recession in the 1980s meant the best Irish bloodstock was quickly sold off, and by 1987, Ireland was reduced to just one winner during the meeting. Then 12 months later, the unthinkable – zero winners for the visiting contingent.

Admittedly, there was some serious bad luck involved with this barren visit, with many fancied runners falling or being brought down, but make no mistake, another whitewash anytime in the next 25 years must be considered massively improbable, verging on impossible.


4. Sad Demise

No one likes seeing a horse fall, so when a champion in waiting is killed during a championship race carrying a champion jockey and a monstrous national gamble, the sport itself comes under intense scrutiny.

This was the dreadful plight that befell Valiramix under jockey Tony McCoy in the 2002 Champion Hurdle, who broke a leg when cantering all over his rivals approaching the second last in the fabled two-mile contest.

There were no in-running prices at the time, but if there were, the 3/1 shot was likely to have been trading at 1/4 at the time of his sad and sickening demise.


5. Ruby Tuesday

But the biggest disaster in recent years from a punter perspective has to be Ruby Walsh being unshipped from Annie Power at the final flight of the Mares Hurdle during the 2015 Cheltenham Festival.

This was a day of high drama, with the day being labelled ‘Ruby Tuesday’ before a race had been run. Firstly, Douvan had scooted home for the rider (and trainer Willie Mullins) in the Supreme Novices’ Hurdle, followed by Un De Sceaux in the Arkle, and then Faugheen completed a treble for the duo in the Champion Hurdle.

The Cheltenham bookies were running for cover with Annie Power, the 1/2 favourite, set to complete the Lucky 15 and Yankees of punters on both sides of the Irish sea.

Sweeping four lengths clear and in total command, the mare fell at the last, saving the bookies millions and, in turn, costing punters the same amount.


Cheltenham Festival 2024 Tips

Cheltenham Gold Cup Tips, Odds, Free Bets, Betting Offers & Preview
Watch Cheltenham Racing Live 2025
How to Bet on Cheltenham 2025
Cheltenham Festival Free Bets & Betting Offers

Free Bets, Promo Codes and Welcome Offers

BETFRED
Betfred Sign-Up Offer and Promo Code
Read Review
midnite logo webp
Midnite Review - Free Bets, Sign Up Offer, Promotions, Features & Ratings
Read Review
Kwiff Logo
Kwiff Review, Free Bets and Betting Offers 2026
Read Review
Spreadex Sports Review & Features Insight
Read Review
bet365 logo
Bet365 Review and Feature Insights
Read Review
William Hill Sports Logo
William Hill Review & Sign Up Offer
Read Review
Best CopyBet Sign Up Offer & Bonuses 2026
Read Review
BetWay Review & User Opinion
Read Review
Pick your bet type
Log In
Create Account
Create Account
Are you already a member? Click here to log in
Add your personal information to create your account
At least one uppercase letter
At least one lowercase letter
Minimum 12 characters
At least one symbol
At least one number