GQ published a great article about Presidential style. Of course they were going to feature the usuals, but there are quite a few Presidents on there, going back to FDR (for fedoras) and Truman (tartan, pocket squares).
Both GW and HW got a shout out as well. As you would imagine, JFK is the standout.
Based on this picture, and assuming he were still here, he would have probably been featured on “Swagger Like Us”. Can’t get anymore stylish than that…but you can read the article here.