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I go cycling in NYC all the time and it's great! Despite NY's rep for crazy traffic, it's actually very easy to get around on a bike. And with special lanes and trails all over the place I feel much safer than I do in Jersey.
The City Department of Transportation hosts the 5 Boroughs Bike Tour, an annual event in which 36,000 cyclists (this is a set limit, would be many thousands more if possible) take to the city's streets to promote awareness and experience NYC on 2 wheels. It's a 42-mile ride through all five boroughs, and lots of fun crossing bridges, riding on expressways and city streets, which are closed to traffic for the day! It's more like a moving party than a race or "serious ride."
Also, the city started a "Summer Streets" program last year. On several Saturdays each summer, Park Avenue and other streets are closed off to cars/trucks and opened up to bicycles and pedestrians. The car-free route goes 7 miles from Central Park down through Lower Manhattan and across the Brooklyn Bridge. Along the way are snack/water stands, live music and entertainment, games, free massages, bike maintenance classes, etc. Very popular event!
I second Richmonder's post. Richmond, VA is very bike friendly and there's a lot of specified groups bike riders can be a part of (fixed gear groups, bmx groups, road bike groups, etc). The local bike shops also hold a lot of activities for bike riders, like festivals and races. Also, for bmx bike riders, FBM is supposedly moving from NY to Richmond, so that's kinda cool. They had their Ghetto Big Air Jam in Richmond last fall (featuring a 12ft quater made exclusively of wood crates).
Albuquerque has lots of trails and I've even seen the city take away car lanes to put in bike lanes. This city is bike lane crazy and the mayor put in bikes downtown for people to rent.
Richmond, VA
Charlottesville, VA
Colonial Williamsburg, VA
...except in Williamsburg all the bikers ride around on those old school bikes with an 8' front wheel and the bike lanes aren't paved.
http://blog.lib.umn.edu/salwa002/architecture/old%20bike.jpg (broken link)
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