I've had the pleasure to meet the following at work:
Tony Levin
Chris Wood
Larry Grenadier
Norah Jones
Meshell Nndegeocello
One of the Dixie Chicks
Dave Holland
Warren Haynes
Matt Abts
Alan Rubin (trumpet for Blues Bros)
Gail Ann Dorsey
"Larry" from Perfect Strangers
Uma Thurman
To be fair, I think all of them more or less live or have houses or record locally, so it's not that strange. Also, most of them are only "famous" by musician standards. The only ones I personally had been star struck with were Dave Holland and Tony Levin, who are both very friendly and humble dudes.
I live up the road from you, and you are correct, most of them and a whole slew of others live in the Hudson Valley. It's like Williamsburg North around here right now.
My list of people I've met in person, which is limited by my CRS, includes:
Bob Babbitt (SUPER cool guy, I got to call him AT HOME and then get a picture while he was on tour with the Motown band a few weeks later)
Gail Ann Dorsey (ran into her at a music store in Kingston)
Cassandra Williams (sold guitar strings to her at another music store in Kingston where I used to work)
Living Colour (the Doug Wimbish lineup...agreed, he's an awesome down-to-earth guy)
Watt (another super cool guy)
Angelo Moore ("Y'all got some energy for white folks!")
Pat Martino (total sweetheart)
Bo Diddley
Most of the people in the Northeast punk/ska scene during the '90s. Most were cool...the others had started believing their own press releases.
Ryan from Matchbook Romance is an old buddy. I slept in his parents' guest room for a few nights after I lost my lease on an apartment after college.
My mother has you all beat...she went to college in Ohio with Ed O'Neill, AKA Al Bundy.
EDIT: Oh! I forgot Harry Benson, who photographed The Beatles.