Williams was the kind of leftist who'd put in a good word for Herbert Hoover or John Quincy Adams, but he was never going to become a conservative.
The advantage of models like Adams and Hoover for him was that they were very far from both today's liberals and today's conservatives.
It might have been interesting to see how Williams would have reacted if, say, Ron Paul became the Republican nominee, but I suspect he would have found a way to stay with his friends on the left.
IIRC Williams dedicated one of his works to Quincy Adams, quoting from the famed Independence Day 1821 speech, “America goes not abroad in search of monsters to destroy...” And when I said conservative, I meant in comparison to the Progressive mob we have today.