There is the famous ??? ????? where he explains that the four sides of the dreidel represent the four gentile kingdoms of golus. The point represents Klal Yisroel.
???”? is gematriya ???? (as RebE pointed out).
When Moshiach comes, all the nations will recognize that their focal point and foundation is Klal Yisroel.
He also says that there is special significance to a wooden dreidel (gotta go buy myself one!) since it’s connected to the posuk about Moshiach ?? ?? ?? ???
(??? ????? ????? ???? ???? ??? ???? ? ????”?)
I’ve also heard (not sure where this is written) that since on Chanuka the miracle was fully ??????, completely beyond nature – we spin the dreidel from the top. Whereas by Purim the miracle was in a more natural way, ????? – so we spin the grager from the bottom.