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  • Highland Falls, New York

    Top Spots in and near Highland Falls

    • 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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    • Cold Spring, New York

      Photograph Indian Brook Falls

      2.8
      This is about as short a walk and as little effort as you can put in for a beautiful waterfall. You can barely call it a hike, but I'll list it as such since you do walk through the woods for 5 minutes. The trail is extremely well built, and is pretty easily accessible through the winter.The trai...
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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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    • 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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    • 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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    • Cold Spring, New York

      Mt. Taurus (Bull Hill)

      4.5
      3.52 mi / 1375 ft gain
      Mt. Taurus (or Bull Hill) is a short, family and dog friendly, hike just outside the town of Cold Spring, easily accessible by car or taking the train into town. It snakes along the edge of an old quarry that is just now being retaken by nature and provides lookouts towards the Hudson, other near...
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    • Cold Spring, New York

      Hike the Cornish/Brook/Notch/Washburn/Undercliff Loop

      8 mi / 1500 ft gain
      This loop is a great option to avoid crowds on the west side of the Washburn trail.  Start at the same trailhead for the Washburn Trail.  The Cornish Trail is on the left and there is an obvious sign at the trail split a few feet from the parking area.  The Cornish Trail is an old road from about...
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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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    • 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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    • 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

      Hike the Camp Smith Trail

      4.5
      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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    • 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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    • 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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    Camping and Lodging in Highland Falls

    Bear Mountain Inn
    Tomkins Cove, New York

    Bear Mountain Inn

    From $109 / night

    New York City North / Newburgh KOA Holiday
    Wallkill, New York

    New York City North / Newburgh KOA Holiday

    Hop Brook Lake Recreation Area
    Naugatuck, Connecticut

    Hop Brook Lake Recreation Area

    Guides, Insights and Stories from Highland Falls

    5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

    5 Reasons to Plan a Summer Getaway to Bear Mountain, New York

    Sara Sheehy

    Escape the Bustle of New York City with a Weekend at Bear Mountain

    Escape the Bustle of New York City with a Weekend at Bear Mountain

    The Outbound Collective

    Earth Day 2020 Goes Online: How to Get Involved

    Earth Day 2020 Goes Online: How to Get Involved

    Jonathan Stull

    Chasing Fall: A Day in the Catskills

    Chasing Fall: A Day in the Catskills

    Jack Tumen