This is my opinion and worth what you paid for it. The more expensive stuff isn't necessarily better than the cheaper stuff. There is a different price for higher proof points, barrel proof and higher age statements as with those the distiller isn't getting as many bottles as with other options. Or you're paying extra for different wood finishes, or barrel finishes.
To use a more well known brand, there are many types of Blantons; normal, straight from the barrel, gold, black, and special releases from Europe and Japan. This covers $75-$300+ in the price spectrum. the only one I can reliably tell apart is the SFTB because the high proof is noticeable. I can't reliably tell the difference between the highest cost ones and Ancient Ancient Age 10 star (same mash bill, same rickhouse, but a different level) which is a sub $30 bottle of you can find it because the flavors are SO similar.
Drink what you like, collect and enjoy what you like. Freddie Noe of Jim Beam is quoted as
His dad said, “Never save Bourbon when sharing with friends and family.” “There will always be more bourbon. We are the fragile part of this equation.” Freddie went on to say, “It's not about the whiskey, it's about the lives you touch and the people you meet and the whiskey is a by-product of a good relationship.”