I'm planning on a couple of one-day clinching trips to finish up Region 9, so mostly focusing on Tioga County and western Broome County, but will also net me everything in Chemung County and dip into Tompkins County (and hopefully grab a piece of NY 12 that I've only seen at night in the daytime). Both are weather dependent, since they're planned to take advantage of the three day weekends around Martin Luther King Day and Presidents Day.
In April I'm hoping to attend the CSVT meet, which would allow me to clinch a few things in northeastern PA. Current plans call for this to be a weekend trip.
The week before Memorial Day is my cousin's wedding in Jacksonville, FL. Naturally, I'm planning on driving. I'm thinking of heading down to Key West while I'm there, and then head back further west to minimise deadheading.
Here's a VERY approximate version of the route I'm looking at. It runs straight into my usual trip to visit family around Memorial Day.
I don't presently have anything planned after that, and likely won't until the NY state budget is done (I'm getting worried by Cuomo's talk of the deficit). I usually do some kind of clinching trip on Black Friday, and the July 4 holiday looks like a good opportunity for one or two as well. I also like to have a fall weekend roadmeet (though that didn't happen this year).