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  • Hudson Valley
  • Hudson Valley, New York

    Top Spots in and near Hudson Valley

    • Great Barrington, Massachusetts

      Mt. Wilcox and Beartown Mountain Trail Loop

      5.0
      9.29 mi / 981 ft gain
      Mt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.
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    • Monroe, New York

      Hike the Jessup/Highlands/Long Path Trails

      7.8 mi / 500 ft gain
      This trails starts at a small park in Woodbury called Gonzaga Park.  Closed from mid-November to April, you are still able to park just outside the gate if that is the time of year you are hiking.  Three different trail names share this path.  The Jessup trail starts/end at Gonzaga Park and trave...
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    • Brewster, New York

      Fly Fish the East Branch of the Croton River

      If you're craving some time away from the bustle of everyday life to enjoy some silence, broken only by the babbling sound of water flowing over small boulders and the occasional crunching of leaves-- you'll find many spots along the Croton River to satisfy your desire for stillness.  The Croton...
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    • Philipstown, New York

      Hike the Osborn Loop

      7.6 mi / 850 ft gain
      The Osborn Loop trail itself is not a loop.  It connects to a 2.5 mile section of the Appalachian Trail.  Hiking these together creates the loop.  Start at the trail head for the Appalachian Trail on South Mountain Pass Road.  There is parking for two or three cars.  Walk up the road a short dist...
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    • Highland Falls, New York

      Popolopen Torne

      4.5
      1.18 mi / 531 ft gain
      Popolopen Torne is a hidden gem in the Hudson Valley, a surprisingly unknown trail with a beautiful payoff and a far deeper meaning. A short hike to the top puts you at the foot of a memorial to those who have served their country, a pile of painted rocks carried up by those who want to pay their...
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    • Philipstown, New York

      Anthony's Nose via Appalachian Trail

      4.6
      1.95 mi / 682 ft gain
      Parking for the trail runs along both sides of 9D right up until the Bear Mountain Bridge. It can be busy on the weekends so just make sure you're as far off the road as you can and be especially careful unloading kids and dogs. The trailhead is located at approximately 41.322571, -73.975949 and ...
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    • Stockbridge, Massachusetts

      Laura's Tower and Ice Glen

      5.0
      2.4 mi / 676 ft gain
      You will park at the end of Park Street in Stockbridge, Massachusetts.  From the parking are you will cross a beautiful bridge over the Housatonic River.  The trail crosses railroad tracks and immediately begins to climb into the woods.  You will reach a split in the trail, a left will take you...
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    • Bear Mountain, New York

      Hike Bald Mountain, Bear Mountain State Park

      4.7
      6.8 mi / 1080 ft gain
      From your starting point at the Bear Mountain Inn, go left along the Cornell Mine Trail. (This part can be a bit confusing, but go past the carousel to a shaded picnic area; that is where the trail starts.) You will go under a bridge and follow the trail until it takes a sharp left and descends t...
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    • Cortlandt, New York

      Camp Smith Trail

      4.0
      5.92 mi / 1759 ft gain
      This approximately 3-hour hike borders the Hudson River, and is one of the best in Westchester County. Start off at the parking area at the Bear Mountain Tollhouse, or at a small parking area farther up Bear Mountain Road, if you want a slightly shorter hike. The trail is fairly steep in places, ...
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    • Litchfield, Connecticut

      Photograph Daffodils at Laurel Ridge

      Laurel Ridge is a private owned Farm , the owners are generous enough to let people visit these flowers so please be respectful of there rules.  You may see the Daffodils from Sunrise-Sunset and usually fully bloomed Early April-May. Laurel Ridge is the perfect way to start Spring, the smell and ...
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    • Ridgefield, Connecticut

      Hike the Hemlock Hills & Pine Mountain Loop

      5.0
      7.5 mi / 1174 ft gain
      There are several trailheads for Hemlock Hills But the least crowded is at the intersection of Ned's Mountain road and Bogus Road.  I took my 3 year old black lab. There are ton's of little ponds for your dog to jump in and do dog things.  For the most part the hike is flat but at some parts it c...
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    • Sandisfield, Massachusetts

      Buck River Swimming Hole

      4.0
      0.3 mi / 250 ft gain
      This swimming hole is 7-feet deep. At the top of the swimming hole is a 12-foot waterfall with slide down. Parking: The swimming hole is located between Sandisfield Town Office and the post office. There is one dirt pull-off space near the swimming hole. The easiest parking is at the Town Offic...
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    • Danbury, Connecticut

      Hike Middle Mountain To Thomas Mountain Loop

      3.7 mi / 856 ft gain
      Middle Mountain to Thomas Mountain Loop is a 3.7 mile loop hike that takes you past great forest setting located near Danbury, Connecticut.
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    • Voorheesville, New York

      Hike the Keleher Preserve Loop

      2.0
      3 mi / 1636 ft gain
      The historic preserve is operated by the Mohawk Hudson Land Conservancy, so trails are clearly marked and extremely well maintained. There are features of the original farm that the land was used for from the 18th Century, including hand-thrown stone walls and an old logging road that cuts throug...
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    • East Nassau, New York

      Kinderhook Creek

      5.0
      1.62 mi / 308 ft gain
      Kinderhook Creek is a loop trail that takes you by a river located near Stephentown, New York.
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