Ha, I may be a little bias because I go here, but Midd is where its at. We have our own ski resort and we're more or less an hour away from Killington, Sugarbush, Mad River Glen, Okemo, and Pico. Everyone skis (like, literally everyone). J-term is essentially four straight weeks of partying and skiing, with some classes thrown in for good measure. We also host one stop of the MSP tour each year and possibly will be holding more premieres in the near future.
Socially, we have a dece party scene. There's lots of good drinking and there's always something going on. All parties are also open, so you can get in anywhere no matter whether you're a freshman or a senior. Also, since most students live on campus, there are a lot of college-owned houses that upperclassman get, so plenty of basement dance parties to fill your desires. That, and Wednesday, Thursday, Friday, and Saturday are all nights in which parties are generally happening.
Also, academically, I mean, Hamilton is 18 on US News and World Report. Midd is 4. I think the choice is clear there.