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Greenville, New York

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

Top Hiking Spots in and near Greenville

  • 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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  • Cornwall, New York

    Storm King Mountain Loop

    4.5
    2.44 mi / 400 ft gain
    This is an easy, yet very rewarding hike with a lot of viewpoints on the way up. Technically you scale up two mountains, Butter Hill and Storm King, but most people just describe it as Storm King Mountain. This is a great hike for families with younger kids, those who don't have much time but wan...
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  • Cornwall, New York

    Hike the North Point Loop

    6.5 mi / 1400 ft gain
    There is three different trailheads to access the North Point Loop.  I chose the trailhead that would give me the longest hike.  That would be the Butter Hill parking area on Route 9W north.  From the parking lot, start on the connector trail designated with white markers.  Follow this for about ...
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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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  • 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...
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  • New Windsor, New York

    Hike Jessup/West Ridge Loop via the Sweet Clover Trail

    10 mi / 1700 ft gain
    Schunnemunk Mountain State Park is one of my favorite parks.  It offers many trails and possibilities for different loops.  The attraction of Schunnemunk Mountain is the long double ridges running parallel to each other and amazing views in all directions.This hike starts at the Taylor Road parki...
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  • 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...
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  • 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...
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  • Cornwall-on-Hudson, New York

    Hike the Stillman - Bluebird Loop

    5.4 mi / 1200 ft gain
    This loop hike starts at the northern trailhead of the park where the Stillman Trail begins.  The parking area has enough space for only 6 or 7 cars.  Start off on a wide maintained carriage road.  After about a half mile, the Stillman Trail (yellow markers) breaks of to the left.  However, stay ...
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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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  • Carmel Hamlet, New York

    Ninham Mountain Fire Tower

    5.0
    1.23 mi / 367 ft gain
    This is more of a stroll than a hike, which is nice because you can add it to another hike in the same day if you're in the area. From the dirt parking lot take the trail off to the right. Just stay straight and in about 15 minutes you'll see a huge fire tower (hard to miss). Feel free to climb a...
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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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  • 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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  • 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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  • 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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