Hello Nick!
You
should check out YouTube channel, One
Yard Revolution. It's a channel dedicated to backyard intensive crop production for zone 5
gardening, and covers just about everything. Look though his videos, and watch the ones that best suit your needs at that time.
Transplanting any cool weather starts, should definitely be hardened off first, but other then that. Your just talking about your basic cool weather crops. Peas, carrots, lettuce, cabbage, brussel sprouts, kale, beets, turnips, radishes, spinach and im sure there's more. Different varieties can very in levels of cold tolerance, so be sure to check the varieties your looking to plant. Use a frost blanket untill your seedlings are well established for best results.
Hope that helps!