Yes, it can be done, but not at night because the path is not lit. There is a path over the Trumbo Canal that will take you from SSR to the end of the Westside of DTD and then to OKW. You end up near South Point at OKW.
You can't walk on the golf course or on the cart paths, but the walking path is open to guests to walk.
My husband and son are runners and when we stay at either SSR or OKW, they take this path to add some miles to their morning run.
I agree with the last poster. The path is not lit or very pleasant and brings you out deep in OKW. It is possible, just could be more visually appealing.