I experienced this bug on the Crossing map. I was driving a K-700 with a loaded short logs trailer, pulling a C-255 with a loaded long logs trailer.
The K-700's cart started dragging on its front-left wheel and threatening to tip over. I winched it back on all 4 wheels and continued driving but it tipped again. Then I realized the wheel wasn't dragging on something, it was actually stuck. The C-255 also moved forward when I hit the F key despite no longer being connected via winch. Exiting to main menu and reloading the map fixed it.