New Windsor, New York

Top Spots in and near New Windsor

  • Ridgewood, New Jersey

    Saddle River Trail

    5.0
    Saddle River Trail is an out-and-back trail that takes you by a lake located near Fair Lawn, New Jersey.
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  • Stanfordville, New York

    Explore Wethersfield Estate & Gardens

    The Wethersfield Estate is a beautiful estate and property located less than 2 hours north of New York City. The gardens are expansive and extremely beautiful, open to the public each day from noon to 5pm (COVID-19 hours). Additionally, there are trails for horseback rides, carriage rides, dog-wa...
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  • Sussex, New Jersey

    Camp at High Point State Park

    4.0
    You'll need at least a weekend to sample all that High Point State Park has to offer. One of the park's must-do hikes is to High Point Monument (1,803 ft), where you have panoramic views of the Pocono and Catskill Mountains, and the Wallkill River Valley. Additionally, there are 50 total miles of...
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  • 89 Van Orden Road, New Jersey

    Hike the Hank's Pond Loop

    7 mi / 500 ft gain
    Hank's Pond loop can be accessed from the south at the corner of Clinton road and Van Orden road or from the north, parking at the lot on Stephens road.  I hiked from the south on this trip.  Follow the wide trail known as Hank's East trail marked with white blazes.  Soon you will reach a trail c...
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  • Wantage, New Jersey

    Hike the Iris Tail - Appalachian Tail Loop

    4.0
    9 mi / 1000 ft gain
    Start this hike from the Appalachian Trail parking area off route 23, south bound side, south of the park office. Follow the Blue Dot trail until is intersects with the Iris Trail. The Iris Trail (marked with red blazes) is a through hike that is about 5 miles long. It parallels the Appalachian T...
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  • Yonkers, New York

    Run the Old Croton Aqueduct Trail

    5.0
    26.5 mi
    This trail traces the route of the Old Croton Aqueduct, which carried water to New York City between 1842 and 1955. Our recommended route starts near the Greystone Station in Yonkers, NY (Metro-North Hudson Line) and ends by the Scarborough Station, but you can easily modify your route – the enti...
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  • Closter, New Jersey

    Hike to Huyler's Landing/ Closter Dock Loop

    4.0
    5.4 mi / 450 ft gain
    The easiest way to access this loop hike is by parking at the Palisades State Park Headquarters.  This is just off exit 2 from the Palisades Interstate Parkway.  Parking here is free and it is a short walk down a road to the Closter Dock Trail.  The Closter Dock Trail is more of a wide fire road ...
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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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  • Grahamsville, New York

    Peekamoose Blue Hole

    4.6
    NOTE: There is a new permit system in place: Under the new no-cost permit system, visitors to the Blue Hole are required to obtain a permit on weekends and holidays from May 15 through October 15 every year. DEC will issue up to 40 permits per day and each permit allows entry for up to six indivi...
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  • Kent, Connecticut

    Explore Kent Falls

    5.0
    0.75 mi / 250 ft gain
    Every now and then you need a day to rest those sore muscle from all your recent adventures. The only issue is, you don't want to sit around inside, you want to be outside. Insert a trip to Kent Fall State Park. The perfect rest adventure day.Located 1 hour and 45 minutes north of New York City i...
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  • Washington, Connecticut

    Hike Meeker Trail

    3.3 mi / 639 ft gain
    Meeker Trail is a 3.3 mile out and back hike that takes you by a lake located near New Preston, Connecticut.
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  • Paterson, New Jersey

    Explore the Great Falls of the Passaic River

    3.3
    Getting to the Great Falls of the Passaic River is a relatively straight shot. It is located off exit 57B on Route 80 which is also accessible from highway 287. Parking is located on McBride Avenue across the street from the park's welcome center.Typically during autumn park rangers offer 45 to 1...
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  • Rye, New York

    Hike the Marshlands Conservancy Loop

    4.0
    1.55 mi / 125 ft gain
    Located along the Long Island Sound, this 147-acre conservancy is home to a plethora of different birds, including marsh wrens, seaside sparrows, and American woodcocks. The conservancy has 3 miles of trails, all easy to navigate. Starting out from the visitor's center, take the trail to the rig...
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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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  • Stamford, Connecticut

    Hike Cove Island Park Loop Trail

    5.0
    1.1 mi / 3 ft gain
    This trail is accessible year round and features water views of the Long Island Sound with beach access. The trail is a popular spot for walking, biking, fishing, and even bird watching. But if you’re not quite in the mood to get your steps in, you can use the small beach to sit and chat with a f...
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  • Frankford, New Jersey

    Picnic at the Sunrise Mountain Pavilion

    This pavilion is one of the key features along the New Jersey section of the Appalachian Trail. There is a parking lot a very short hike part way down the mountain, but I recommend backpacking in from a different area to take in more of the beauty of the trail, mountains, and views in this area. ...
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