Book in advance for foliage season!
Book way in advance! Now would not be too soon! You could reserve for a couple of weekends. That way you could keep the weekend with the nice weather and cancel the other one. I used to work in a hotel and things would get so booked up around foliage season that there were NO rooms in the state at all. No kidding, I sent a guy to Montreal for the nearest room! Woodstock is great, by the way, you'll love it. A lovely town green. Take some time to stop by Billings Farm Museum and the Rockefeller National Historic site.