1 picture left: 100% Silver Maple (Acer saccharinum) 1 picture right: 100% Northern Red Oak (Quercus rubra) 2nd picture left: Northern pin oak (Quercus ellipsoidalis) Others are between Black Oak, Northern Red Oak, and Scarlet Oak. Scarlet Oak is not native to WI but if you got some of them from planted trees one or two might be a Scarlet Oak.

zone 6 covers a wide swath. It's helpful if you put something in your line, or at least the post, to let us know where you are located. Are these 'growing wild', or are they 'specimen' trees? could be Turkey oak, Q.cerris, if they're landscape trees, and not just 'wild natives'.

Sure looks like Bur oak but the acorns are much larger right now in N.Tx. I planted acorns in 1991 that came true and bear acorns larger than golf balls same as mother tree. I have Live Oak with 3 distintly different shaped leaves all grown with acorns from same tree, I have volunteers with lobed leaves similar to Bur except lobs arn't as deep and presist long after Burs have turned brown. Tree is much faster growing than typical volunteer Burs,twigs show no sign of wings and bark isn't as deeply furrowed as Bur. Only other oak within less than 1.5 miles are Shummard. Are the twigs winged on your NY tree?

If the tree has acorns, then it must be an oak. A more thorough description of the leaves would probably help you get more responses regarding ID. I'd guess that you are seeing Willow Oak, which is very common in landscaping. Willow oak is deciduous and should be losing its leaves sometime soon. Questions to answer about the leaves include: What shape are the leaves (typical oak leaf shape? oval? heart shaped? lance shape?), what are the edges like (teeth or no teeth? large or small teeth?) are the leaves thick and leathery or thin like a maple leaf?