Waterhouse is one of the most recognisable, most famous, and most successful trainers in the country while Hook only ever has three or four horses in work at his small Rylstone stables.

But on Sunday they will go head-to-head with the Waterhouse and Adrian Bott trained Chocalatier and Hook's Subway Surfer doing battle in the $100,000 Ian Giffin Wellington Cup (1700m).

The cup is one of a number of attractions during a massive weekend of showcase racing headlined by Sunday's Wellington Boot, with the Waterhouse and Bott stables one of many high-profile represented in the fields.

The cup is the sixth race on the card with a field of 11 to contest the $100,000 feature.

In the 2018 calendar year Hook has only scored three wins - Waterhouse and Bott have had three in the past week for reference - but Subway Surfer has scored two of those.

The seven-year-old gelding has five wins from 66 starts but recent preparations have seen some of his best results produced.

He contested a Highway event at Rosehill last year, while Hook has also seen the now seven-year-old race in cups at Coonamble and Muswelbrook in more recent times.

He heads to Wellington having run fourth in the Orange Cup Prelude last start.

He'll go from gate two with Wellington-based jockey Daniel Pitomac in the saddle on Sunday but was a massive $51 outsider in the market on Friday.

Chocalatier was the early $1.85 favourite and will go from barrier 11 with James Innes Jnr taking the ride.

Brett Cavanough's former Dubbo Gold Cup winner Brazen and hometown hope Potent Force, trained by Michael Mulholland, also feature in the field.

Potent Force, a $13 chance early on, heads to Wellington having won a class one race at Mudgee last time out.

The cup jumps at 4pm on Sunday.