video evidence of hex bear winding up to cross the political divide

'winding up to' means preparing for, like winding up to kick the football.
'winding up at' means taking the scenic route to finally arrive, taking a winding route.

Edit: there are a few more similar idioms:
'winding up a project/affairs' means settling/liquidating/completing it, is like winding up a cable.
'winding up someone' means making somebody angry so they lash out, is also like a wind-up toy.