Outbound Collective logo

Pine Plains, New York

Looking for the best hiking in Pine Plains? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Pine Plains. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Pine Plains

  • 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...
    Read more
  • 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...
    Read more
  • Beacon, New York

    Mt. Beacon Fire Tower

    4.8
    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 ...
    Read more
  • 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.
    Read more
  • Hopewell Junction, New York

    Beaver Pond via Appalachian Trail

    5.0
    3 mi / 400 ft gain
    Beaver Pond is a small body of water created by a dam that was constructed during the days of iron ore mining in the area.  The pond is crystal clear and has a wonderful tree line right on the water.  The best time to visit here is early morning in the fall.  With the leaves changing color they m...
    Read more
  • Hopewell Junction, New York

    Lake Canopus Viewpoint

    4.0
    2.07 mi / 148 ft gain
    Its a great place to explore as it has a beautiful calm lake especially in the fall, the reflection of the water and the awesome colors are unbelievable. Its a short hike but you certainly could go further up. Parking is free by the road, hike towards the lake about a mile or so. The sound of bi...
    Read more
  • Kent, New York

    King's Chamber and Moose Hill Loop

    3.14 mi / 499 ft gain
    King's Chamber and Moose Hill Loop is a loop trail that takes you by a lake located near Carmel, New York.
    Read more
  • Cold Spring, New York

    Hike the Perkins/Fahnestock/Charcoal Burners Trail Loop

    7.5 mi / 800 ft gain
    This is one of my favorite hikes in the Clarence Fahnestock State Park. A real mixed bag but mostly very enjoyable. The trail starts at the Charcoal Burners Trailhead Route 301. There is only road side parking on a soft shoulder, both sides of the road.  After a short walk into the forest, you re...
    Read more
  • Big Indian, New York

    Camp on Giant Ledge

    4.5
    1.5 mi / 975 ft gain
    Giant Ledge is a great hike in the Catskills if you are looking for something short, with incredible views, and camping options. There are not many hikes with better views then this in the Catskills, so why not spend as much time as possible up there?  There are a few camping spots you can grab w...
    Read more
  • Big Indian, New York

    Hike Giant Ledge

    4.5
    3.74 mi
    The trail starts across the street from the parking area you will see a sign. After a short walk in you will cross a foot bridge. At approximately 0.75 mile you will reach a junction. You will turn left toward Giant Ledge. The next half mile is fairly flat. At 1.5 miles you will reach a spur ...
    Read more
  • Granby, Connecticut

    Hiking Enders Falls

    4.0
    Enders State Forest sprawls over approximately 2000 acres, and is found within the towns of Granby and Barkhamsted in Connecticut.  Enders has a good sized parking lot directly on Route 219.  From the junction of Route 219 and Route 20, visitors will proceed west on Route 219 for 1.2 miles and tu...
    Read more
  • 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 ...
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • 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...
    Read more