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If you get bored with Annapolis after a day, then maybe Vermont isnt for you. The state's population is only 600K. Burlington, the state's largest city, has a population of just under 40K. "Metro" Burlington is somewhere around 150-200K.
Burlington, being a college town, does have a lot to offer. Lots of good shops & restaurants, the Flynn Center for the Performing Arts, Higher Ground (for music), a good hospital, and a decent airport - Jet Blue, United, USAir, Northwest, Continental & Delta fly in/out.
Burlington is a little under an hour to Stowe & the Mad River Valley (Sugarbush & Mad River Glen). 20ish minutes to Bolton Valley.
Montreal is about 1.5 hours north, Boston 3.5 hrs SE, and NYC, about 5 hours to the south if you need your city fix. YOu can get cheap flights on Jet Blue to NYC. $69 one way last time I looked.
Hope this helps!
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