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> Montreal is less than 5 hours away but I never knew anyone from my generation that went there until we were in our 20s.

The sweet spot would have been 18-21 years old for a first trip imo

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That's exactly what my child did with friends a few years ago when they were 19. I know that college students in Vermont frequently go across the border for the same reason.

Yes, back when Brador beer was available! That was the main draw for me and friends when we were that age :)

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