Ever wondered where this phrase comes from?

Taking the road less well travelled.

This is from The Road Not Taken by Robert Frost. Read it. It is a profound piece of writing. Here’s a little:

Two roads diverged on a yellow wood,
And sorry I could not travel both,
And be one traveller
long I stood
And looked down one as far as I could…

It is about people acting freely, independently and making their own choices. Being free from conformity requires making a new path rather than taking one created by others.