So I'm applying for a new passport. One that will allow me to enter the United States of America. Which kinda makes it official that I'm going there in the near future.
I have no dates yet, but it'll probably be around january. I hope to get 4 weeks of vacation. I suck at making long-term plans, anyway
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Also if you feel like renting a car (if you can..?) Thoreau's Walden Pond is about 20 minutes drive from Fenway.
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You'll miss a lot of what the U.S. is all about if you don't drive around for at least a few days. Also, you can keep good food in the car instead of having to count on MacDonald's. Don't hesitate to buy a cheap ice pack cooler once you get to the U.S..
I think you should stick to the East coast for that first trip, staying in the Boston-New York-Philadelphia corridor. But if you pick the West coast, there's always the Portland-Seattle-Vancouver corridor which will let you discover the fun of eating out in Vancouver.
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Anyway there is a lot to do in all of these cities, for you it would be a matter of finding a rideshare etc to get in between them, or take the slow going train. But be prepared - all the aforementioned spots are pretty rainy come January. Perhaps you should add Los Angeles to your list. :)
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Of course the same applies to San Francisco... Entre les deux mon coeur balance.
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Anyway, the gist of it is that by using what are supposed to be "commuter" rail lines you can go in and out of three states, exploring the ancient towns on their coast lines. You can soak in the Lovecraftian atmosphere, and bathe in the myhtos behind the whaling past of those New England towns. You don't need to go up the Mass coast to get into the spirit of "Moby Dick".
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I'd say stick to big cities unless you drive, and NYC is great without a car. And Portland with a friend would be fun. Maybe you can go over with her to the coast? The Oregon coast is beautiful, but again, a bit tricky without a car.
This was my great little find last time I went to NYC, off the northwest corner of Central Park. A nice place to chill out after the city bustle:
http://www.roerich.org
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