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Guess the year

It's Throwback Thursday, can you guess where this place was, and when this photo was taken?
[NOW UPDATED] Can you guess what year, and what neighborhood this photo was taken in?
We saw the season six premiere of Mad Men, and can't really share much with you, including the year it takes place... but here's a spoiler-free still, can you guess the year?
[UPDATED] Can you guess the year, and in what neighborhood, this woman was selling hot dogs? We'll update later with the answer!
[UPDATED] This may not look like Manhattan to you, but it is! Can you guess the year this photo was taken, and in what part of the borough?
[UPDATED] Can you guess the year, and where this photo was taken? We'll update this post later with the answer and more details.
[UPDATED] This may not look like NYC, but this photo was taken here... can you guess when and where? We'll update later with details and more photos.
[NOW UPDATED] Can you guess the year, and where, this old photo was taken?
[UPDATED, 4:45 p.m.] Can you guess the year this photograph was taken, and where in Manhattan?
[UPDATED] What year, and where in New York City, was this photo taken at an A&W drive-in restaurant?
[UPDATED] Can you guess the year this photo was taken, and in what neighborhood in Manhattan?
[UPDATED, 4:25 p.m.] Can you guess the year, and where in New York City, this photograph was taken? We'll update later with the answer and more details about the image.
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