Cheltenham Top 5’s: Five of the Best Cheltenham Horses Ever

Check out who makes our top five best-ever horses to run at the Festival

Updated: February 13, 2026 at 3:03 pm GMT+0

The Cheltenham Festival is the pinnacle of the jump racing scene in the UK and Ireland and has seen some stunning performances over the years by some of the best national hunt horses in history.

We take a closer look at five of the best-ever horses to feature at the Cheltenham Festival.


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.

BOYLE Sports logo
1
BOYLE Sports
Bet £10 Get £50 in Free Bets & Cheltenham Bank Builder
18+. UK/IRE online. 9 Feb-8 Mar. Place & settle £/€10+ bets, min odds 1/1 on selected sports. Bet 4 days weekly to earn £/€5 Cheltenham Free Bet (FB). 5 days = £/€5 Cheltenham FB + £/€5 FB next week (NW). 6 days = £/€5 Cheltenham FB + £/€10 FB NW. 7 days = £/€5 Cheltenham FB + win a share of the £/€10k weekly jackpot (paid as cash NW). Cheltenham FBs credited 10-13 Mar, expire 13 Mar at 23:59. Free/void/cashed-out bets don’t qual. Account/bet type/settlement/payment restrictions apply.T&Cs Apply
Tote logo
2
Tote
Bet £10, Get £30 in Free Bets
New customers online only. Eligibility restrictions apply. Bet min of £/€10 at odds of 1/1 (2.0) or greater across sports or racing (if EW then min £/€10 Win + £/€10 Place) within 7 days of registration. Receive £/€20 Tote Credit and £/€10 Free Sports Bet. Qualifying bet is the first racing pool or sports bet added to the bet slip. 7-day expiry. 18+. Full T&Cs apply. Gambleaware.org. Full T&Cs apply.
Betfred logo
3
Betfred
Bet £10, Get £50 Cheltenham Free Bets
New customers only. Register with BETFRED50. Deposit £10+ via Debit Card and place first bet £10+ at Evens (2.0)+ on Sports within 7 days to get 3 x £10 in Sports Free Bets & 2 x £10 in Acca Free Bets within 10 hours of settlement. 7-day expiry. Eligibility & payment exclusions apply. Full T&Cs apply.
Bet442 Sport logo
4
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.
bet365 logo
5
bet365
Bet £10, Get £30 in Free Bets
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
MatchBook Sports logo
6
MatchBook Sports
Get up to £100 in Free Bets for Cheltenham
New Customers Only. Sign up to Matchbook with bonus code: GET100. Bet and Settle 5 x £10 Bets on 5 different Horse Racing markets at odds of 2.0 or more. Qualified users will get 5x£10 Free bets within 48 hours of qualifying. Qualified users will receive any commission paid between Registration and March 8th 2026 23:59 GMT as free bet tokens. E.g. if a user pays £35.83 in commission they will receive 3 x £10 free Bets, 1 x £5.83 Free Bet. 18+ Only. Deposits via debit card only. T's and C's Apply. Be Gamble Aware.
New cust. Deposit £10+ in 7 days & bet on sports. Min odds apply. Reward = 4 x £10 Free Bets (2 x £10 Bet Builders & 2 x £10 Sports bet). Valid 7 days. Free bets not valid on e-sports & non UK/IE horse racing. 18+. T&Cs apply. GambleAware.org.
Pub Sports logo
8
Pub Sports
Bet £10 and Get a £10 Free Bet
New customers only. £10 in real money. Bets placed on sports at odds of 2.00 or more to qualify. Bets must be placed 24 within registration. £10 free bet must be wagered on sports. T&C's apply. Gamling can be addictive, play responsibly, 18+.
SpreadEx logo
9
SpreadEx
£60 in free bets when you bet £10
Place a £10 fixed odds single or £10 each-way bet at minimum odds of 1/2 and get 3 x £10 free fixed odds bets, 3 x £5 Total Goals football spread bets and 3 x £5 Winning Favourites spread bets and a £1 racing Race Index spread bet. 18+ www.gambleaware.org.
talkSPORT BET logo
10
talkSPORT BET
Bet £10, Get £40 in Free Bets For The Cheltenham Festival
18+ New Customers. Opt in, deposit and bet £10+ on any horse racing markets within 7 days of sign up. Get 4 x £10 Free Bets for set horse racing markets. Bonuses expire in 30 days. Click for T&Cs. GambleAware.org. Please gamble responsibly.
CopyBet logo
11
CopyBet
Bet £20 Get £20 in Free Bets For the Cheltenham Festival
BET 20 GET 20 offer is available starting from 26.05.2025. Opt in through the Copybet App or Web to claim your free bet. Copybet App login required to claim your free bet. Deposit using an instant bank payment secured by Truelayer to unlock the offer. Qualifying bet must be a Single or Acca (2+ selections) bet with stake of £20+ at odds of 1.9 or higher and settled within 7 days of opting-in. The £20 Free Bet is valid for 7 days. Offer stands for verified UK residents only. No cash-out on either Qualifying Bets or Free Bets. Max payout – £500.
Jeffbet logo
12
Jeffbet
Bet £10 and Get £30 Free Bet For the Cheltenham Festival
New Players Only. 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. Valid for 7 Days from receipt. Limited to 1 sport & 5 casino brand/s within the network. Withdrawal requests void all active/pending bonuses. Excluded Skrill and Neteller deposits. Full Terms Apply 18+ #ad begambleaware
Bet UK Sports logo
13
Bet UK Sports
Bet £10, Get £20 in Free Bets For the Cheltenham Festival
New cust only. Opt-in required. Deposit & place a bet within 7 days and settle a £10 minimum bet at odds of 4/5 (1.8) or greater to be credited with 2 x £10 Free Bets: 1 x £10 horse racing, 1 x £10 Free Bet Builder. Qualifying & Free Bets cannot be used on e-sports and non-UK/IE horse racing. 7 day expiry. Stake not returned. 18+. T&Cs Apply.
18+ New UK Customers Only. Bet £10+ on any sportsbook markets at odds of evens (2.00) or greater. No cash out. Get 50% back of your first day’s losses (from first bet settlement until 23:59) as a Free Bet up to £25, valid for 7 days. Min. 3 bets on different events required, with 2 bets being at least 50% of your largest stake. Place at least 1 bet of £10+ at odds 2.00+ to receive a £5 Free Bet even if your account is up or losses are under £5. T&Cs Apply. GambleAware.org
Betano logo
15
Betano
Bet £10 Get £30 in Free Bets for Horse Racing
18+ New Customers. Opt in, deposit and bet £10 on any horse racing market within 7 days of sign up. Get 3x£10 Free Bet for set horse racing markets. Bonuses expire in 30 days. Scroll down for T&Cs. GambleAware.org. Please gamble responsibly.

1. Golden Miller (Cheltenham Gold Cup)

Just five-year-old when he first won the race, the remarkable Golden Miller managed to land the 1934 Grand National, setting a course record despite shouldering 12st-2lb in the Aintree showpiece, and he later added the Cheltenham Gold Cup course record to his CV.

He would probably have won the Gold Cup again in 1937, but snow caused the meeting to be cancelled. Aged 11, he was beaten for the first time in a Gold Cup a year later, finishing second as the 7/4 favourite. Golden Miller is now immortalised by a statue at Cheltenham Racecourse.


2. Best Mate (Cheltenham Gold Cup)

Cottage Rake (1949-1951), Arkle (1961-1966) and Best Mate (2002-2004) are other multiple Cheltenham Gold Cup winners who took the race three times apiece.

Best Mate also has a statue at Cheltenham and with a record of 14 wins and 7 seconds from 22 career starts, what an incredible horse he was.

Withdrawn from the 2005 Gold Cup eight days before the race due to bursting a blood vessel on the gallops and missing the 2001 Festival due to the foot and mouth crisis, Best Mate could have achieved more than he did.

But in taking the 2002 King George and 2003 Ericsson Chase, most jump racing aficionados appreciate what a great horse Best Mate was.


3. See You Then (Champion Hurdle)

The 70s was a great time for hurdling with Night Nurse, Monksfield, Comedy of Errors, and Sea Pigeon clashing swords, giving us some thrilling Champion Hurdles.

This quartet won the race twice apiece. But See You then went one better the following decade, taking the race for three consecutive years, putting his trainer, Nicky Henderson, on the map.


4. Big Bucks (Stayers’ Hurdle)

The Stayers’ Hurdle may not have always been a showpiece race at the Festival – far from it. But two horses, Inglis Drever and then Big Bucks, who stay longer than the mother-in-law, put that right.

Inglis Drever won the race three times over four years (2004-2008) in a record that looked unlikely to be matched, let alone bettered.

But Big Bucks rattled off four consecutive wins in a sequence which started in 2009. Often hitting a flat spot during his races, his love for the famous uphill Cheltenham finish made him immensely popular with racegoers – many of whom had him down as their Festival banker bet.


5. Istabraq (Champion Hurdle)

Istabraq was the next and most recent horse to claim a hat-trick of Champion Hurdle wins. His exploits at Cheltenham served to put Aidan O’Brien, now known as the finest trainer of flat horses in the world, on the map.

After a career on the flat, which yielded two wins from 11 starts, Istabraq was sold for 38,000 guineas and sent to fledgling trainer John Durkan, who had been an assistant to John Gosden.

But Durkan was diagnosed with leukaemia, and he suggested that Aidan O’Brien take over the training of Istabraq while he was ill. Sadly, Durkan died after witnessing Istabraq winning the 1997 Royal Sun Alliance Novices’ Hurdle (now the Supreme Novices’ Hurdle), but before any of his three Champion Hurdle triumphs or any of his outstanding exploits outside of Cheltenham.


Cheltenham Festival 2024 Tips

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

Scott McGlynn draws on over 30 years of sports betting and casino experience, bringing data-led insights and first-hand knowledge to our readers. An authoritative and trusted voice in the gambling industry, Scott ensures our readers are always informed on the very latest sports and casino offerings.

Free Bets, Promo Codes and Welcome Offers

BETFRED
Betfred Sign-Up Offer and Promo Code
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
jeffbet Logo Webp
Jeffbet Review, Sign Up Offer & Bonuses for February 2026
Read Review
Pick your bet type