Hilly routes

  • Bear Mountain Bridge to Newburgh-Beacon Bridge, loop on both sides of the Hudson river -- 42 miles, hilly.  Spectacular views of the Hudson River, from every angle.  Rocks, trees, castles, two great bridge crossings, and West Point.  2700 vertical feet, hill index 4.0.  Start points Beacon or Cold Spring Metro North train stations, Bear Mountain State Park, Newburgh. [ Description | Map | GPS ] 
  • Walkway over the Hudson / Kingston-Rhinecliff Bridge loop on both sides of the Hudson river -- 53 miles (or shorter), hilly.  Pretty roads in quiet woods, two big Hudson river bridges, shops and sights at the Rondout waterfront, some quiet riding along the shore with a picnic park, optional side trips to Rhinebeck or New Paltz.  3400 vertical feet (feels like 3900 feet) hill index 4.0 -- also a shorter easier version.  Start points Poughkeepsie, Rhinecliff, Kingston, Highland. [ Description | Map | GPS ]
  • Farms of East Dutchess -- 54 miles, hilly.  Many farms, some with animals, much on pleasant roads with less traffic, some rewarding downhills -- reachable by train from Manhattan.  Start points Dover Plains train station, Millbrook, Amenia.  4100 vertical feet, hill index 4.7  [ Description | Map + GPS | Cue sheet ]
  • Quaker Ridge -- 45 miles, hilly.  Lots of beautiful scenes on quiet back roads -- in southeast Dutchess County and Connecticut.  3300 vertical feet, hill index 4.2.  Start points Pawling, Dover Plains, Brewster, Kent CT.  [ Description | Map ]
  • GWB and River Road to Nyack -- 44 miles, hilly.  The most popular ride from Manhattan.  Start at the George Washington Bridge, go up the West side of the river through New Jersey into New York.  Views of the Hudson River, lots of fellow cyclists, cruising the long rolling grades of Route 9W.  2300 vertical feet, hill index 5.0.  Start points Manhattan and Fort Lee NJ, also Piermont and Nyack NY. [ Description | Maps + GPS ] 

Very Hilly routes

  • Great Shawangunk Hill Loop -- 32 miles, with some big steep hills.  Great descents, beautiful views.  3200 vertical feet, hill index 8.4.  Start points New Paltz, Mohonk Preserve, Minnewaska State Park, Kerhonkson, Accord. [ Description | Map ]
  • New Paltz to Ashokan Reservoir -- 58 miles, big hills.  Several great descents and climbs with sweeping views over three major watersheds (Wallkill, Rondout, Esopus), lots of quiet back roads and fun little downhills -- and the biggest cliffs, the largest lake, and the highest summits in the Hudson Valley.  5200 vertical feet, hill index 6.9.  Start points New Paltz, Kerhonkson, Ashokan Reservoir, Stone Ridge. [ Description | GPS | Map | Photos ]
  • Up, Down, and Around Mt Greylock -- 66 miles, including a long climb to the highest summit in Massachusetts.  Also circle the valleys around it, with pretty farms, two historic towns, and three more downhills.  5200 vertical feet, hill index 6.4.  Start points Hancock MA, Stephentown NY, Pittsfield MA, North Adams MA, Williamstown MA.
  • Great Shawangunk Double -- 53 miles and 5700 vertical feet, some big steep hills (hill index around 9.3).  Great descents, beautiful views -- and what a workout.  Start points New Paltz, Mohonk Preserve, Minnewaska State Park, Kerhonkson, Accord. [ Description | Map ]

Categories of routes

see also

back to Top | Main Map | Overview of routes | by County | Favorites


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