after drooling over this bag for months, i caved and bought one. i couldn't find it in bottle green (limited edition, of course!), so i got it in black. it's a wonderful work bag - i think you should go for it!
size: it's really big, but not so big that you'll look like you're hauling your closet with you. it's certainly not a balenciaga weekender. and it can fit a laptop, though i haven't tried yet fitting my 15.4" HP laptop into mine. if you've got a 14", you're in the clear.
inside: i believe it's got canvas lining in a brown fabric. (it's at home right now, so i'm working from memory) and it's definitely roomy. both sides of the bag have zipper pockets, and the built-in cell phone pocket and other pocket (lipstick/pens/perfume) are quite useful.
straps/handle: the shoulder strap is thin, and i worry that carrying a heavier laptop will hurt the shoulder and that the strap isn't made to support a whole lot of weight. that said, i haven't yet tested this out. the handles feel great in your hands. they're shaped perfectly.
look: this is timeless. i don't think the buckle will go out of style. i don't use the front pockets, instead keeping them stuffed with paper to make sure they keep their look and don't 'cave in,' if you know what i mean. because of the size of the bag, you'd have to set the bag down or hold it up in the air (and look silly, i think) to get in and out of the pockets, anyway, so they're not really made for quick in-and-out items like cell phones or keys.
weight: this is a heavier bag. like all cole haan bags, the leather is supple and substantial. i find myself petting this bag when no one's looking. i'd consider this bag more of a cooler weather bag because it's heavier and the leather is so thick, but that's just my take. now that the weather is warmer, i just bought a much lighter tokidoki zucca to carry to work with me instead of the paige, but i'll pull out the paige again come fall.
gosh, i just love this bag. i hope this helps!