Reddit reviews Caterpillars of Eastern North America: A Guide to Identification and Natural History (Princeton Field Guides (62))

I believe it is a Woolly Gray moth Lycia ypsilon. The coloration appears to be variable, but unlike the images on Bugguide the picture in Caterpillars of Eastern North America matches yours quite well.

I've had difficulty finding a good print resource on chrysalises , but that's likely because it's very difficult to identify a butterfly by its chrysalis. This website has a few pictures of the most common chrysalises you're likely to encounter on the east coast. This book is pretty good for identifying caterpillars, while this one is decent for identifying adults. Its not great for taxonomy work, but if you're just looking to ID them it should be sufficient. It does have a section on caterpillars and chrysalises, but as I said, it can be difficult to identify them so the book doesn't devote a lot of space to it.