Hi splitrippin! Some resources for you:
St Lawrence nursery (z3 new York) has an excellent online catalog that gives much info about fruit tree varieties, hardiness, characteristics, etc. I print it so I can pencil my notes on it. A great activity for winter dreaming. I wouldn't plant trees this fall; they wouldn't have time to get established before freeze-up. Bareroot planting in early spring works well. St. Lawrence ships small bareroot trees that may take a year longer to fruit, but will be able to establish themselves well.
http://www.sln.potsdam.ny.us/ Another good resource is your county's Soil and Water Conservation District. My county sells tree seedlings in multiples of 25 for use in windbreaks and wildlife habitat. I don't mind sharing my berries with the birds, and they don't mind sharing with me.

You have to order and pay for them, then pick them up in the spring (March.) You plant them while they are still dormant. They are fairly cheap.
If you know where you want to put in trees, you could work on preparing sites this fall and be ahead of the game come spring.
Tom has a good point about watching shade patterns when you plant trees. As far north as we are, though, the sun is in the north, and you wil have a pool of shadow to the south of a tree. I have trees shading the north side of my vegetabe bed, so I plant leafy crops where there will be shade most of the day.
Legumes (peas, beans, vetch, etc.) harbor nitrogen-fixing bacteria in nodules on their roots. They are able to take nitrogen from the air and convert it to a form that plants can use. Innoculationg the seeds with bacteria at planting time ensures that they will be able to do a good job. This improves soil fertility, and returning the plant matter to the soil by tilling in, as with cover crops, or making compost is a natural way of fertilizing. If you grew beans this summer, pull up some and look at the roots. You'll find little knobs on the roots. Those are where the bacteria colonies are. You can buy innoculant where you buy seeds. The three sisters method of planting takes advantage of legume's talent; Corn needs lots of nitrogen and beans supply it. Raccoons don't like crossing squash vines, so the squash protects the corn.