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  • Litchfield County
  • Litchfield County, Connecticut

    Top Spots in and near Litchfield County

    • Middlesex County, Connecticut

      Hike to Glen Falls

      5.0
      0.75 mi
      Accessing Glen Falls may be a little tricky at first. Parking will be very minimal, you will park on Grist Mill Ln. Hop onto the road and you will see the trail map on the left side. The adventure begins when you cross the street and go through the gate with the yellow blaze symbol. Keep followin...
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    • Beacon, New York

      Hike the Scofield Ridge Loop

      7.5 mi / 1850 ft gain
      There are some great view points along this route.  Start from the Mount Beacon Park trailhead parking area.  This leads to the Casino Trail (red markers).  The trail climbs steeply to some old ruins of a casino.  Most of what remains is only the brick structure housing the mechanics for a trolle...
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    • Beacon, New York

      Malouf's Mountain Camp on Mt. Beacon

      7.02 mi / 2087 ft gain
      Starting in the quaint town of Beacon there are a couple of options for hikes of varying difficulty. From the station the walk is about 1.5 miles to the trail heads, alternatively if you choose to stay the night at Malouf's Mountain Sunset Campground you can arrange for the host to meet you, take...
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    • Pound Ridge, New York

      Leatherman's Loop

      1.25 mi / 1183 ft gain
      This loop trail is moderately rated and reaches a total elevation gain of approximately 1,183 feet. It’s located in the Ward Pound Ridge Reservation, which spans roughly 4,315 acres. It is Westchester County’s largest park and includes roughly 35 plus miles of hiking trails to explore. The Ward...
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    • Beacon, New York

      Mt. Beacon Fire Tower

      4.9
      3.83 mi / 1332 ft gain
      Mount Beacon is a very popular trail along the Hudson River, and for good reason. It offers a good workout, fantastic views for both sunrise and sunset (and of course the time in between), a recently rebuilt fire tower, and all with incredibly easy access right on the edge of a lively town. The ...
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    • Beacon, New York

      Explore Long Dock and Dennings Point Parks

      4.0
      Long Dock and Dennings Point are two of the most popular parks in Beacon, that just so happen to be connected by a train track turned trail. Plenty of parking is available at Long Dock, and its a perfect spot to picnic, launch your kayak into the Hudson, or cast your line hoping to reel in the bi...
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    • Glastonbury, Connecticut

      Blackledge Falls

      4.0
      1.46 mi / 207 ft gain
      Although the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...
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    • Philipstown, New York

      Indian Brook Falls (CLOSED)

      2.8
      0.59 mi / 157 ft gain
      Indian Brook Falls is CLOSED as of 2022. Learn more at HighlandsCurrent.org. Take a short simple walk to a beautiful waterfall near the Constitution Marsh and Audubon Center. This waterfall is great spot for the whole family to take in its beauty. This is about as short a walk and as little eff...
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    • Cold Spring, New York

      Kayak the Hudson River in Cold Spring

      North of New York City by 90 minutes lies the town of Cold Spring in the Hudson Valley. Cold Spring has a hometown quality with a Main Street, a firehouse, and art galleries of local artists. Despite its proximity to NYC, locals maintain a slower pace and enjoy many outdoor activities. Just a sho...
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    • Beacon, New York

      Sugarloaf Mountain via Wilkinson Memorial Trail

      5.0
      2.15 mi / 820 ft gain
      Trail is currently closed. Get updates at parks.ny.gov.  Sugarloaf Mountain is part of the Hudson Highlands State Park, along with Breakneck Ridge, Bull Hill, and Mt Beacon. Though the views are just as impressive as its sister trails, it is never as crowded and it's one of my favorite spots in ...
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    • Beacon, New York

      Sunset Point - South Beacon Mountain Loop

      4.0
      8.92 mi / 2470 ft gain
      This loop hike form the Notch Trail northern trailhead on Route 9D.  There is enough parking at this trailhead for about 5-6 cars.  The Notch Trail is identified with blue trail markers.  It is well maintained and plenty of markers to guide your way.  This is important because there are m...
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    • Cold Spring, New York

      Sugarloaf Mountain and Breakneck Ridge Loop

      4.7
      4.33 mi / 1562 ft gain
      The Breakneck Ridge to Sugar Loaf Loop gives rise to various bypasses that offer hikers moderate to advanced terrain and multiple rock scrambles. The loop entails a total elevation gain of 1,670 feet and a total distance of 5.5 miles. The start of the trail begins at the (white blazes) at the no...
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    • Cold Spring, New York

      Breakneck Ridge Loop

      5.0
      5.91 mi / 1526 ft gain
      This short but steep loop hike in Hudson Highlands State Park offers multiple panoramic views of the Hudson River along the way. Please note that only experienced hikers should attempt this route – although the hike seems short, the elevation gain and steep rocky scrambles offer serious technical...
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    • New Paltz, New York

      Hike Mohonk Preserve's Gatehouse to Skytop Tower

      5.0
      9 mi / 1268 ft gain
      Begin at the intersection of Gatehouse Rd and Mohonk Private Rd. There is a small shoulder to park on here. Begin hiking into the preserve along the gatehouse road. There will be signs stating you need a membership or pass to enter. Don't worry about these, there will be a place on the trail ...
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    • Cold Spring, New York

      Hike the Washburn/Nelsonville/Undercliff Loop

      7.2 mi / 2000 ft gain
      This is a difficult loop hike that has several different starting points.  I chose to start at the Washburn Trail Head, which is the lowest starting point you can select.  Nearly on the Hudson River, the trail ascends immediately along a well maintained road designated by white disc markers.  Aft...
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    • 3206 Bear Mountain-Beacon Highway, New York

      Bull Hill Short Loop

      5.0
      4.26 mi / 1194 ft gain
      Bull Hill Short Loop is a loop trail that takes you by a river located near Cold Spring, New York.
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