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Penn Station New York City.
If you are going via Amtrak it will take about 1 hour 20 minutes. If you are going via SEPTA or PATCO and then NJ Transit then allow for about 2 hours to 2 hours 15 minutes.
You take the LIRR (Long Island Railroad) from New York Penn Station to Ronkonkoma. See the Related Link below for LIRR schedules and fares.
Starting from Grand Central Terminal (42nd St & Park Avenue), it takes 49 minutes to get to the fist station in Connecticut (Greenwich, CT) and 2 hours, 10 minutes to get to New Haven, CT (the last station covered by MetroNorth). Some Amtrak trains also got thru Connecticut starting from NY Penn Station (33rd St & 7th Avenue) taking about 2 hours (+/-)
It will take an estimated 16 minutes to get from Penn Station, New York to LGA airport. There are 9.43 miles between the two places.
From JFK, take the "Air Train" to Jamaica Station. There, you can catch the LIRR (Long Island Railroad) into Penn Station in Manhattan. From Penn Station, you can catch an Amtrak train upstate to Albany.
It takes about 12 to 25 minutes, depending on how long you have to wait for the trains.
Probably around $14-15
The LIRR (Long Island Railroad) stops at Freeport. It would be a shorter trip if you could board the train at the Hunterspoint Station in Queens, but I guess the LIRR does not run from Hunterspoint to Freeport, because when I entered it into the schedule finder, it said that, "This station combination is invalid." So I guess you have to start out from Penn Station. For subway directions to Penn Station, please ask another question, i.e., "How do you get from [insert address here] in Brooklyn to Penn Station?" See the Related Link below for schedules and fares for the LIRR.
The going rate for parking at the garage at Penn Station is a max of $12 per day. The monthly rate is $200 but there is a long waiting list. I have found private business offered outside parking within a couple of blocks of Penn Station around $125 monthly. There's also a 24/7 public parking garage across the street from Mt. Royal Station at The Fitzgerald. While not as close as the Penn Station garage, it has the same $12 max daily rate & it's monthly rate is only $130.
You can take the LIRR (Long Island Railroad) from Penn Station to Greenport. From the Greenport Station, you can take a taxi to the North Ferry, and take the North Ferry to Shelter Island. See the Related Links below for information about the LIRR and the North Ferry.
It takes about 2 hours and 35 minutes to travel on a regular Northeast Regional train from New York's Penn Station to Baltimore's Penn Station. You will save 15 to 20 minutes by taking an Acela Express train.