If I understand you correctly, you want different menus on various pages in your left sidebar column? IF so, you would create your menus with the WP Menu manager, then use the Menu widget that comes with WP, and use that for each menu you make (made). Then use a plugin like Dynamic Widgets (which I use), to only show each menu widget on select pages.
You of course, also have the option to use a third party plugin, but I would say try the standard method that WP has, create menus and use the menu widget, along with Dynamic Widgets (plugin) to show them on select pages.