Bad news: you cannot reliably blow out 1.5" or 2" pool lines with a compressor; you need a BIG shop vac. The issue is not pressure, but air flow volume, needed to blow out water that may be trapped in low spots in the pipes. (I know, there should not BE low spots: but most pool guys are poor plumbers . . . and most pool buyers will not pay more to 'do it right' underground!)
Best bet? Hire whoever has closed your pool successfully in the past, to do it again. And WATCH how they do it. Next year, do the same.
I would offer more advice, but I'm in Georgia, and am not confident I know what's needed for successful winterization in CT. I was 8 years old -- more than 50 years ago -- the last time it got below zero here!
Good luck!
Bookmarks