NYC Maggie Backstedt fan
Join Date: Sep 2006
Location: New York City
Bikes: Trek road and hybrid bikes
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You'd have to work out the exact routes, but here's a plan that in general would work:
Day 1: from Flushing, Main Street (Queens, end of No. 7 train) to Orient Point on the North Fork of Long Island.
Day 2: Ferry to New London, CT; Proceed north to around Amherst, MA
Day 3: Due West to Hudson, NY
Day 4: Rhinebeck or New Paltz area loop ride
Day 5: Either cross Hudson River at Rip Van Winkle Bridge, and ride 9W south to George Washington Bridge and then cross back into New York; or
Follow 9G south to Beacon Bridge, then cross, then 9W south; or
9G South to Cold Spring, NY, then over to Carmel, NY, then follow "North County Trailway," "South County Trailway," Riverdale Avenue, Henry Hudson Bridge back to upper manhattan.
Last leg could easily be two days.