Well Stovebolt being defined as any pre '73 Chevy or GMC I drove my '72 C10 about 3200 miles round trip a couple years ago. From my home near Seattle to a friends place south of Denver, and back.
On the way out I was towing a '57 Chevy 2-door wagon.
My '55 1st has been 120 miles from home and back but never on a significant trip.