The nice thing with Evernote is that it has generally very smooth and easy integration from Windows to my tablets (mostly iPad although Android is nice too). I add a picture in Windows, it shows up in the tablet. I write up a new note on the road, jottings, in the tablet, it shows up in Windows. There are limitations, of course (e.g. you can't add pics by pasting in the tablet) but it is the smoothest integration I know. It has actually been very helpful and thus I am now an Evernote and Notezilla guy- (Thank you Gautam for working with that Notezilla data question., I'll try to get back to you in a few.) The two both have superb features.
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Now I want similar in calendars. I would like to avoid a 2-step, working though something like a Google Calendar as an intermediary. Yet I would also like to have reasonably decent filter/category/ tag or
layering functionality. e.g. Show me all the events related to local happenings. Or all the business events. (Right now my calendar is kept in my Firefox bookmarks bar, which is actually quite nice for some Windows elements. However I missed a little event yesterday, the tree-hugger sloop Clearwater event on the Kingston, NY beach, and I decided I need improvement.)
Your thoughts on a good Calendar software method? That makes you happy on Windows and the iPad? Adding new events on the iPad is not so important, though, since you can make an Evernote and get to it later. Adding events will generally be done on the home Windows puter. Viewing will be home on Windows or iPad. The viewing, at least on Windows, should be moderately sophisticated.