I'd go, depending on when and how far. My best friend lives in Boston, so even if it was really far I could stay with her. Most of Massachusetts would be doable for me, maybe Southern NH or Vermont.
I'll be sans-dog.
ETA: Leashed dogs are allowed on all Boston transportation systems except during rush hour AND most parks there are at least leashed-dog friendly, some are off-leash.
There's also Kent in CT which has part of the appalachian trail for beautiful hiking and a very dog friendly city with a sculpture garden, but that might be far for people