Hints:

When playing any level with Motley if you press q,w,e in quick succession he will bite the sheep nearest to him causing it to jump over any obstacle.

Adam Half Pint can drop pints to get the sheep to follow him. Apparently you have to type pint really quickly while holding down Alt + Shift.

The Modern Pastoral sheep can be made to follow any character by chasing them around the same object five times! Try this one at your own risk. If doing this one with Shep you run the risk making him puke.

Sometimes it's easier to just grab the sheep individually and carry them to the end of the map.

Make sure you explore the map as much as you can before setting out. It's often possible to find quicker paths to the end and you won't risk losing that many sheep.

Always be on the lookout for hint signs and for other sheep that will assist you in your efforts