Ryan, check out
http://www.vintagenewyork.com/homepage.html
Vintage New York specializes in New York wines, and they are always up to date on winery hours and special winery events. They have two outlets in New York City and one at Rivendell -- very nice people at all three places. Well wired to interesting places to visit when you are going to be there.
Brotherhood is a must for the history and for some interesting dessert wines.
The Dupuy Canal House in High Falls has a great wine list, pretty good food, and lots of history.
An unusual stop -- Mohonk Mountain House -- has an extraordinary site and is a good place for lunch with a very limited wine list. Great place to stay overnight.
http://www.mohonk.com/
Enjoy the trip.
Regards, Bob