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Hotel
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Good for those who want to stay out of the hustle and bustle of midtown; and if you want the full Gossip Girl experience.
Hotel
Train
We've taken Amtrak from Boston, MA / Windsor Locks, CT and MetroNorth from New Haven, CT many times -- a great option for those coming from CT and MA! Book early though for the best prices.
Flight
NYC has tons of airports, but La Guardia is definitely the easiest for domestic flights, and is only a short car ride from all hotel suggestions.
Flight
Newark is the next most convenient airport to get into the city, if LaGuardia doesn't work out! Train and car rides are ~30 minutes to hotel suggestions.