Is louder better?

Your question can be addressed in the same simplistic form asked or broken down into more details. Simple answer yes an no. I like different artists at different levels. It is easy to measure as I start an album at at set level and as the listening session goes on I find my self either turning it up or turning it down. Detailed answer has to breakdown the rig. SS class A class A/B, tubes in the chain, types of power source in the amp ( I don’t get caught up in watts per as in my mind this is and can be overrated) then speaker efficiency. Some speakers will sing at low to moderate levels with the right amp and others crave high current high power and high volume. This reminds me of college in the 80’s with my Bose 901’s running a Sansui 9090 amp. The power supply on this amp could double as a welder if needed. The 901’s only made acceptable sound at ear bleeding levels.
So is louder better yes and no.

@audioguy85
my mind also pictured a felt dogs playing poker art on your side wall and a big g graphic on the coffee table. Sorry I am having a flash back that was my room!

Many interesting responses hear that have lots of relevance.  But I don't believe their is a universal rule that can be applied to answer your question.  Tends on the music, mostly.  Recordings too can be sublime or harsh.  Obviously one sounds better at high volumes.  Some bands just need to be played at higher volumes.  Some LP tell you to crank it up. 

The room will have a say too.
Low volume works well with bad rooms/very little acoustic treatment. 

You can listen louder and longer in better rooms.
There's a sweet spot in my room probably because my room is lacking. But at least I can listen well within my range.

I tend to listen high 60s to high 70s. Any higher is disturbing.
Have a pretty refined $130K system and cranking it up does not necessarily distort but my ears seem to not like it louder. I may have inadequate power.
My speakers are 91db and minimum impedance 6 ohms and my amp is an Atma-Sphere M-60 which is 60 watts. I just rolled in NOS output tubes and the power is boosted to 80 watts. I clearly hear louder more comfortably. My speakers do like more power! Am waiting on Speltz Zero Autoformers which will change the impedance and raise to power to about 100 watts. Now anxious to hear even higher levels!