I just found this thread & I love reading where everyone would like to go!
BCIpam & Trek - c'mon to Virginia! I can't say I have cycled everywhere in the state, but the places I have are indeed a cyclist's dream. Especially right where I live - lots of hills and mountains but friendly traffic on hundreds of miles of paved back roads. (That said, I will probably meet the driver from hell next time I'm out!)
Trek - you mentioned Monticello. I am about 40 miles from there & there is some awesome cycling nearby. Give me a shout and I will go with you!
As for where I would love to go:
Colorado - I can never get enough of those mountains. And the Anasazi ruins. And the Telluride Bluegrass Festival...
Alaska - I have never been & have a dear friend in Fairbanks. I hear it is gorgeous and someday I hope to see it.
Northern Idaho - My SO lived in Sandpoint and it sounds gorgeous.
Pacific Northwest - Not to visit the first Starbucks (I'm a Peets & Jittery Joes fan myself), but to see the coast and Mt. Ranier and...and...the SPACE NEEDLE.
"When I'm on my bike I forget about things like age. I just have fun." Kathy Sessler
2006 Independent Fabrication Custom Ti Crown Jewel (Road, though she has been known to go just about anywhere)/Specialized Jett