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Trip Northeast in October

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I'm planning several trips. Next October I'd like to see:

- Connecticut
- Massachusetts
- New Hampshire
- Vermont
- Maine

1) Should I go to Canada since i'm so close?
2) Can everyone help me pick the specific cities to see and things to do?

I'm in my early 30's --- and like fishing, outdoors, hiking, sports, eating healthy food, drinking unique beer, drinking wine, bars/music/jazz all great.

Thanks everyone!

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