head to head
Neither is simply harder - they are hard in different places. Portal demands more execution; Sam & Max: Hit the Road demands more variance.

Optimization · Pure Optimization
The portal-gun puzzle game whose solutions are everything.

Optimization · Pure Optimization
An absurdist road-trip puzzle game testing comfort with wildly lateral inventory logic.
Portal leans Optimization (Pure Optimization); Sam & Max: Hit the Road leans Optimization (Pure Optimization).
Portal leans clearly harder on execution.
Portal
Portal placement timing modest.
Sam & Max: Hit the Road
Cursor-driven; no reflexes tested at any point
Same score on reads - which means the number cannot separate them. The difference is in what each one asks of you.
Portal
No adversary modeling player.
Sam & Max: Hit the Road
Episodic comedy adventure with no adaptive opponent
Sam & Max: Hit the Road leans clearly harder on variance.
Portal
Deterministic chambers; no randomness.
Sam & Max: Hit the Road
Carnival mini-games add slight randomness but are trivial
Same score on optimization - which means the number cannot separate them. The difference is in what each one asks of you.
Portal
Pure puzzle-solving optimization.
Sam & Max: Hit the Road
Absurdist puzzle chains are fully solvable with lateral thinking
A matching score does not mean a matching test. Two games can both sit at 10 on execution and demand completely different things of you - which is why the reasoning above matters more than the number beside it.