It is difficult to give recommendations without seeing the lay of the
land, and knowing climate factors.
What is more important to you, retaining water, or NOT retaining wind? Doing
both needs careful planning.
Here is one option:
The blue lines represent the contour lines. The brown lines are hugelbeds, and the orange arrows indicate cold wind 'falling' down hill.
There is a gap in the beds at the lowest elevation to allow the cold air to keep 'falling'.
This could create a venturi effect, and suck the cold air out. (put an ice skating rink @ the bottom). lol
The angle you go 'off contour'
should be less on steep slopes, more on gentle slopes.
With this plan, the water would also run towards the opening. To slow it and prevent gullies, you could dig a ditch on the uphill side, add dams in the ditch,and keep it filled with brush and compost/mulch. Keyline plowing between the tiers will also help retain water at each elevation.
Plant your hardiest plants near the gaps, as the gaps will be magnets for the cold wind.