Cheltenham Festival 2026 - Matched Betting Blog

Guaranteed

£7.64

Horse Racing

bet365 – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 7/4 (was 5/6) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£0.81

Horse Racing

Betfred – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of evens (was 4/11) on Romeo Coolio to finish in the top 4 in Wednesday's 14:00 Cheltenham.

Wed, 11 Mar 14:00

Guaranteed

£2.56

Horse Racing

BoyleSports – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 6/4 (was 10/11) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£2.56

Horse Racing

Midnite – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 6/4 (was 5/6) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£3.82

Horse Racing

Sky Bet – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 7/4 (was 4/5) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£0.81

Horse Racing

William Hill – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of evens (was 2/5) on Romeo Coolio to finish in the top 4 in Wednesday's 14:00 Cheltenham.

Wed, 11 Mar 14:00

Guaranteed

£1.26

Horse Racing

Betano – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 6/4 (was 4/6) on Romeo Coolio to finish in the top 3 in Wednesday's 14:00 Cheltenham.

Wed, 11 Mar 14:00

Guaranteed

£0.75

Horse Racing

Betfair – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of evens (was 2/5) on Romeo Coolio to finish in the top 4 in Wednesday's 14:00 Cheltenham.

Wed, 11 Mar 14:00

Guaranteed

£3.26

Horse Racing

BetVictor – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 13/8 (was 10/11) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£3.26

Horse Racing

Parimatch – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 13/8 (was 10/11) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£3.26

Horse Racing

talkSPORT BET – Cheltenham Festival 2026 (Day 2) Boost

Enhanced odds of 13/8 (was 10/11) on Majborough to win Wednesday's 16:00 Cheltenham.

Wed, 11 Mar 16:00

Guaranteed

£3.50

Horse Racing

Midnite – Cheltenham Festival 2026 (Day 2) Offer

Opt in and stake £10 on Wednesday's 13:20 Cheltenham to unlock a £5 free bet for the 16:00 Cheltenham the same day.

Wed, 11 Mar 13:20

Potential Profit

Horse Racing

bet365 – Bet £5+, Get £5 Bet Credits (Horse Racing)

Place a £5 accumulator with 'Position Payout' on any racing to qualify for a £5 free bet to use on Friday.

Wed, 11 Mar 23:59

Guaranteed

£5.00

Horse Racing

BetMGM – Cheltenham Festival 2026 (Day 2) Offer

Place a bet on Wednesday's 13:20 Cheltenham, and if your horse loses, your stake will be refunded as a free bet.

Wed, 11 Mar 13:20

Guaranteed

£3.75

Horse Racing

McBookie – Cheltenham Festival 2026 (Day 2) Offer

Place a £5 win single on any Wednesday race at Cheltenham to receive a £5 free bet.

Wed, 11 Mar 17:20

Invite only

Guaranteed

£5.00

Horse Racing

Planet Sport Bet – Cheltenham Festival 2026 (Day 2) Offer

Stake £10+ on Wednesday Cheltenham doubles or bigger to get a free bet worth up to £20.

Wed, 11 Mar 17:20

Guaranteed

£5.00

Horse Racing

Planet Sport Bet – Cheltenham Festival 2026 (Day 3) Offer

Stake £10+ on Thursday Cheltenham doubles or bigger to get a free bet worth up to £20.

Thu, 12 Mar 17:20

Guaranteed

£5.00

Horse Racing

Planet Sport Bet – Cheltenham Festival 2026 (Day 4) Offer

Stake £10+ on Friday Cheltenham doubles or bigger to get a free bet worth up to £20.

Fri, 13 Mar 17:20

Guaranteed

£3.50

Horse Racing

Paddy Power – Cheltenham Festival 2026 (Day 2) Offer (In-Shop)

Place a £10+ win or £5+ each-way over-the-counter bet on Wednesday's 13:20 Cheltenham with your Play Card to claim a £5 online free bet.

Wed, 11 Mar 13:20

Guaranteed

£0.80

Potential

£40.00

Horse Racing

Paddy Power – Cheltenham Festival 2026 (Day 2) Offer

Opt in and claim a free bet worth £1-£50 to use on any Wednesday race at Cheltenham.

Wed, 11 Mar 17:20

Tag: Cheltenham Festival 2026

bet365 – Cheltenham Festival 2026 (Day 2) Boost

Betfred – Cheltenham Festival 2026 (Day 2) Boost

BoyleSports – Cheltenham Festival 2026 (Day 2) Boost

Midnite – Cheltenham Festival 2026 (Day 2) Boost

Sky Bet – Cheltenham Festival 2026 (Day 2) Boost

William Hill – Cheltenham Festival 2026 (Day 2) Boost

Betano – Cheltenham Festival 2026 (Day 2) Boost

Betfair – Cheltenham Festival 2026 (Day 2) Boost

BetVictor – Cheltenham Festival 2026 (Day 2) Boost

Parimatch – Cheltenham Festival 2026 (Day 2) Boost

talkSPORT BET – Cheltenham Festival 2026 (Day 2) Boost

Midnite – Cheltenham Festival 2026 (Day 2) Offer

bet365 – Bet £5+, Get £5 Bet Credits (Horse Racing)

BetMGM – Cheltenham Festival 2026 (Day 2) Offer

McBookie – Cheltenham Festival 2026 (Day 2) Offer

Planet Sport Bet – Cheltenham Festival 2026 (Day 2) Offer

Planet Sport Bet – Cheltenham Festival 2026 (Day 3) Offer

Planet Sport Bet – Cheltenham Festival 2026 (Day 4) Offer

Paddy Power – Cheltenham Festival 2026 (Day 2) Offer (In-Shop)

Paddy Power – Cheltenham Festival 2026 (Day 2) Offer

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