If you are going to a baseball game at Fenway Park, the closest Amtrak station is Boston's Back Bay Station. Walking time is 25 minutes or connect with the green subway line at the Copley Station for a 17-minute commute (view directions).
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South Station is the originating point of the train, so all seats are empty.Back Bay is the 2nd stop and he'll be filling in there. This is especially important if he is travelling with a classmate and they'd like to sit together.
To summarize, North Station and South Station are two busy transportation hubs in Boston. North Station is served by Amtrak, MBTA Commuter Rail, and the Blue Line, while South Station is served by Amtrak, MBTA Commuter Rail, the Red Line, and the Silver Line.
In the late 19th century, as traffic grew and the rail yards became ever more unwieldy, the many small terminals that served the lines extending north and south of the city were consolidated into two great terminals, at North and South Stations. North Station was completed in 1893. South Station followed in 1900.