Proving that the quotient manifold is orientable if and only if the group action is orientation-preserving

Suppose the quotient space is orientable. Choose an everywhere non-zero top dimensional differential form (section of the determinant bundle)and pull it back by the covering projection. This gives a global top dimensional form on M. Since the covering map is a local diffeomorphism the pull back is also nowhere zero. So M is orientable.

In this case you do not need to assume that the covering transformations are orientation preserving but once you have the global non-zero n-form on M you can show that they must be.

BTW: You can also show this by the naturally of the Stiefel-Whitney classes. If the quotient manifold is orientable then the first Stiefel-Whitney class is zero and so pulls back to zero.

Going the other way. If the group of covering transformations is finite then you can average a global non-zero form over the covering maps and this form will descend to the quotient.It will be everywhere non-zero because the covering transformations preserve orientation.

For the general case, I would try choosing compatible local orientations of the fiber spheres in M ( or in the determinant bundle) over coordinate charts that project diffeomorphically onto charts in the base. Then show that compatible local orientations can be chosen over these projections.