Shorts and legwarmers, short-sleeved jerseys and arm warms would be your best bet, IMO. It could be warm or cool. You'll probably be biking in shorts most days, but may want to start out with the warmers on in the mornings. Definitely long pants and sweaters for evenings. And don't forget why the Green Mountains are green.
Oil is good, grease is better.
2007 Peter Mooney w/S&S couplers/Terry Butterfly
1993 Bridgestone MB-3/Avocet O2 Air 40W
1980 Columbus Frame with 1970 Campy parts
1954 Raleigh 3-speed/Brooks B72