Dutchess County bicycle routes


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Routes for bicycling

  • Rhinebeck - Bard - Red Hook -- 19 miles, gentle hills.  A visit to Bard College and the village of Red Hook, with pleasant riding on tree-lined roads and country estates along the way.  700 vertical feet, hill index 2.2.  Start points Rhinebeck, Red Hook. [ Description | Map ]
  • Rhinebeck to Tivoli -- 34 miles, gentle to moderate hilliness.  A visit to the villages of Tivoli and Rhinecliff, Bard College, with tree-lined roads, the river, and country estates -- and return through farm country.  1500 vertical feet, hill index 2.5.  Start points Rhinebeck, Rhinecliff, Tivoli, Red Hook. [ Description | Map ]
  • Harlem Valley Wandering -- 29 miles, moderate hills (shorter variations).  Rolling quiet roads with beautiful farms in Dutchess county and Connecticut, and a section on the nicest off-road "rail trail" around.  A tour through a different world -- but reachable by train from Manhattan.  Start points Amenia, Wassaic train station, Millerton, Sharon CT.  1600 vertical feet, hill index 3.3  [ Description | Map | Photos ]
  • Copake Falls + Ancramdale to Wassaic one-way -- 46 miles, moderate hilliness (with gentler variations of 25, 31, 43 miles).  Immersion in beautiful farm country of Columbia and Dutchess counties on quiet roads with good pavement.  Food stops in two interesting hamlets -- Ancramdale and Millerton.  Option to sample the prettiest paved "rail trail" around.  2500 vertical feet, hill index 3.1  [ Description | Map ]
  • 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 ]
  • 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 ]
  • Harlem Valley Rail to Trail to Falls -- 59 miles, moderate hilliness (shorter and longer variations).  Endless rolling quiet roads with beautiful farms in Dutchess and Columbia counties.  Climb to the biggest views from a Dutchess county road.  Lunch at the two bakeries of Ancramdale.  Ride sections on the nicest paved "rail trail" around.  Start points:  Wassaic train station, Amenia, Millerton, Copake Falls, Sharon CT.  3900 vertical feet, hill index 3.8  [ Description | Map ]

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River Routes -- Bridge to Bridge

Dutchess County has three bridges across the great Hudson River, and it's a special thing to ride across one of them.  It's even more special to ride across two of them, and each of these routes makes a loop on both sides of the river, with two bridges.

  • 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 ] 
  • Mid-Hudson Bridge to Kingston-Rhinecliff Bridge, loop on both sides of the Hudson river -- 54 miles, 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 an easier version.  Start points Poughkeepsie, Rhinecliff, Kingston, Highland. [ Description | Map | GPS ]
  • Kingston-Rhinecliff Bridge to Rip Van Winkle Bridge, loop on both sides of the Hudson river -- 57 miles, moderate, from Rhinecliff to Saugerties to Catskill, then Germantown and Tivoli.  Shaded roads in the woods, two fine Hudson river bridge crossings, sweeping views of farms with the Catskill mountains beyond.  

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Routes reached by Trains from New York City

Another special thing about Dutchess county is that it is served by two train lines from New York City.  Several of the bike routes above can be started from train stations -- a convenient way for many riders to reach them.  See Routes from Trains

Other People's Routes

Bike shops 

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more . . . 

see also 

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concept words:  

places: Hudson river valley, New York state, NY

towns:  Mid-Hudson Poughkeepsie Beacon Wappingers Falls Rhinebeck Rhinecliff Tivoli Millbrook Amenia Wassaic Millerton Fishkill Pawling Dover Plains Shekomeko Pine Hyde Park -- west east north south -- city town village hamlet

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