I imagine that the views of individuals often differed!

I can tell you that early on in the Republic, attitudes towards Greek culture were often negative. For example, Cato the Elder (born 234 BC) thought that Greek philosophers and physicians were a corrupting influence on Rome. Overtime these attitudes softened, and I think that Cato may have been on the tail end of the Anti-Greek attitude...but as to when exactly this shift began to happen, or how long it took I simply don't know.

What I do know is that in the Late Republic, a large share of Roman Patricians could read/write, and speak Greek, and that knowledge of the language was considered a prerequisite to being a well-educated person. Many Roman nobles studied under Greek tutors, or went to Greece for their education - Cicero for example, and his friend Titus Pomponius Atticus (so named Atticus because of his close relationship with Athens).

In any case, the Romans appear to have viewed the Greeks as civilized and learned. And I believe that there was a growing desire to emulate the Greeks that grew as Rome transitioned from a regional power to an empire - i.e. Caesar at the Pillars of Heracles declaring that 'at my age Alexander The Great had conquered the world, and I've accomplished nothing'. Of course, the Romans eventually eclipsed Greece...and then the remnants of the Roman Empire morphed into a new, Hellenized entity that we call the Byzantines today, although the Byzantines themselves still called themselves Romans but I understand that they are way outside the scope of what you're asking.

As for the Greek attitude towards the Romans, I know less. So everything after this is my personal extrapolations, and I apologize if that's not welcome on this subreddit. My belief is that the Greeks were at first tepid towards, or even contemptuous of the Romans. But over time, they had to begin to respect the Romans, and increasingly depend on the Romans as protectors, and eventually overlords. Although, it's likely many Greeks continued to hold themselves as exceptional... I am reminded of Livy's quote about the Greeks: 'The Greeks - a people valiant in words rather than deeds', which perhaps represents a growing Roman contempt of the Greeks.

One last thing, it's worth mentioning that in the Late Republic/Early Empire, some Greeks sold themselves into Roman slavery willingly, intending to use this as a method of becoming Roman citizens after either being granted manumission, or purchasing it outright. So this is an interesting concept when considering what the Greeks thought of the Romans.

Not sure whether you are counting Epirus as Greek, and the time frame is a little off, but in Plutarch's Life of Pyrrhos there is interaction between the Greeks and Romans. I'll mention a couple of instances but naturally the whole Pyrrhic war segments are worth a read, at least if you believe Plutarch's accounts.

It was this Cineas,[His friend/court minister] then, who, seeing that Pyrrhus was eagerly preparing an expedition at this time to Italy, and finding him at leisure for the moment, drew him into the following discourse. "The Romans, O Pyrrhus, are said to be good fighters, and to be rulers of many warlike nations...

Later during the invasion of Italy

When he learned that the Romans were near and lay encamped on the further side of the river Siris, he rode up to the river to get a view of them; and when he had observed their discipline, the appointment of their watches, their order, and the general arrangement of their camp, he was amazed, and said to the friend that was nearest him: "The discipline of these Barbarians is not barbarous; but the result will show us what it amounts to."

Appius Claudius of Via Appia fame gives a speech which is somewhat long, but supposedly focused on the fact that the Romans assembled in the Senate and their previous generation had often boasted about beating Alexander had he invaded Italy. And whether they were all talk or were willing to fight his cousin Pyrrhos who, along with Epirus in general is spoken of with contempt.

I would advise reading Plutarch for a bit of insight but obviously take what he says with a grain of salt.