Ramsay Bolton (6,000 strong) & Jaime Lannister (8,000 strong) vs Rob Stark (20,000 strong)

[kriss-]

The Lannisters and Boltons combined their forces and launch an assault against the King of The North

Who wins?

 

[Southern Gothic]

The Lannisters' send their regards.

 

[Captain Cadaver]

Though we never had the chance to see Ramsay face an army of equal merit to his own, I'd assume his formation of one based on the Battle of the Bastards, along with his unpredictability and the strategic capability he presents in the books would lead to the Bolton-Lannister army triumphing over Robb's forces.