Cragsmoor, New York

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

Top Hiking Spots in and near Cragsmoor

  • Dingmans Ferry, Pennsylvania

    Hike to Indian Ladder Falls Along Hornbecks Creek

    3.5
    2 mi / 400 ft gain
    For some time, the trail was eroded above the first falls on Hornbecks Creek, not allowing hikers to access the creek's upper falls if they were coming upstream from Route 209. I am writing this in June 2017 and that is no longer the case! You can hike from Rt. 209 all the way up the creek to Eme...
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  • Jefferson, New Jersey

    Thru Hike the Four Birds Trail

    19 mi / 1200 ft gain
    The Four Birds Trail is about 19 miles long and is a great thru hike or can be done in sections as out and back hikes or part of loop hikes with other trails.  Starting from the north, the trail ascends gradually over easy terrain until you reach a cliff ridge.  There are several good view points...
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  • Bloomingdale, New Jersey

    Norvin Green State Forest Loop

    5.0
    8.01 mi / 1538.26 ft gain
    Norvin Green State Forest is one of the best-kept secrets in the New Jersey Highlands — a rugged, rewarding stretch of the Ramapo Mountains that rewards hikers with rocky summits, cascading waterfalls, stream crossings, and sweeping ridge views. The 8-mile loop with 1,538 feet of elevation gain i...
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  • Windham, New York

    Escarpment Trail

    21.97 mi / 5282 ft gain
    The Escarpment Trail runs the length of the Catskill Escarpment. The Escarpment rises steeply from the valley below forming the northeast corner of the Catskill Mountains. It offers great views toward the Adirondack Mountains to the north and the great Hudson River to the east. The trail is moder...
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  • Allendale, New Jersey

    Celery Farm Mayor Fitzpatrick Nature Trail

    3.0
    1.2 mi / 92 ft gain
    The Celery Farm Mayor Fitzpatrick Nature Trail in Allendale, New Jersey, is a peaceful, scenic retreat for birdwatchers, hikers, and nature lovers. This 1-mile loop trail winds through a 107-acre freshwater wetland preserve, offering opportunities to spot over 240 bird species, deer, turtles, a...
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  • Kent, Connecticut

    Hike the Ridge Loop Trail, Macedonia Brook SP

    3.0
    For a quick weekend trip from Newport, RI, Macedonia Brook State Park had a lot to offer for its size. In three or four hours, with lunch, you can hike the 6.4 mile ridge trail and get some fresh air without having to hike on too busy of trails. The elevation gain is only around 700 ft, however, ...
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  • Briarcliff Manor, New York

    Hike Kate Kennard Trail

    1.8 mi / 140 ft gain
    If you’re in the town of Briarcliff and looking for an easy local trail to try out, Kate Kennard Trail is good for getting in a quick run or walk. It’s a straight line path the whole way. You’ll know you’ve reached the end of the path when you see a sign that marks the beginning of a road leading...
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  • Rockaway, New Jersey

    Hike the Timberbrook Pond - Riley's Rise Loop

    5 mi / 500 ft gain
    The trailhead parking is at the end of Timberbrook Road, before the road enters Camp Winnebago (Boy Scouts). I hiked this in a clockwise directions starting on the Timberbrook Trail (yellow markers).  After about 1 mile the trail ends at a junction with the Four Birds Trail (white markers).  Turn...
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  • Pleasantville, New York

    Swan Lake Loop

    5.0
    1.37 mi / 85 ft gain
    Swan Lake Loop is a loop trail that takes you by a lake located near Hawthorne, New York.
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  • New Fairfield, Connecticut

    Hike Squantz Pond Trail

    2.2 mi / 321 ft gain
    The hike is rated as moderate and is accessible all year round. While it’s accessible during all seasons, the sights of the leaves changing colors in the autumn makes it an exceptionally beautiful time to do this hike. You’ll definitely want to snap some photos along the way of the foliage reflec...
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  • Woodcliff Lake, New Jersey

    Wood Dale Park Loop

    4.0
    0.38 mi / 16 ft gain
    Located within the Wood Dale County Park in Woodcliff Lake, New Jersey, the Wood Dale Park Loop offers visitors a tranquil walking experience amidst lush greenery and a picturesque pond. This family-friendly loop is ideal for leisurely strolls, jogging, and nature observation. Trail Overview ...
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  • Greentown, Pennsylvania

    Camp at Rustic Bear Wallow Cabins

    Rustic Bear Wallow Cabins are the ideal compromise between going camping and staying home. Enjoy an intimate connection with the natural landscape of Pennsylvania, including two lakes and the Pocono Plateau of Promised Land State Park. Explore the rich landscape, enjoy the water, and come home to...
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  • Greentown, Pennsylvania

    Conservation Island Nature Trail

    1.08 mi / 36 ft gain
    Conservation Island Nature Trail is a loop trail that is good for all skill levels located near Greentown, Pennsylvania.
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