Back when I was in college I visited friends at SUNY New Paltz often, and have great (if rather blurry) memories. Just recently I was back for a conference held at the Mohonk Mountain House. I had always wanted to stay there. It was really an experience, like going back in time. The hotel is charming and if you have to be trapped with your coworkers somewhere for a week, this is a great place to do it. Overnight stays are very pricey, but you can also visit for the day for a more reasonable fee. The food was pretty good, but I did expect a little better for the price level of the hotel.

Weather is definitely an element, there is so much to do outside that bad weather will really detract from your visit.

I also love the Stone Houses—these are preserved houses dating back to Dutch colonial days. Tiny and adorable! You can pay to tour them, or even appreciate them (from the outside) for free just strolling through the neighborhood.

Fitting for a college town, there are plenty of affordable places to grab a quick lunch or drink on Main Street.