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  • Poughkeepsie
  • Poughkeepsie, New York

    Top Spots in and near Poughkeepsie

    • Vernon Township, New Jersey

      Stairway to Heaven

      4.8
      6.8 mi / 1089 ft gain
      This popular hike starts out on the Appalachian Trail (AT, white blazes). You begin on a boardwalk that crosses over a marsh, then you leave the boardwalk and enter a forested area. At around 1.4 miles, follow a bicycle path, Canal Road, then turn right, cross over a bridge, and take a left throu...
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    • West Milford, New Jersey

      Hike the Terrace Pond North - South Loop

      10.7 mi / 1200 ft gain
      From Warwick Road, parking at the northernmost road side parking area, cross the road, and the Terrace Pond North trail (marked with blue blazes) begins as a steady climb until you gain a ridge that offers some great views for several miles. Eventually, you'll reach a power line where you turn ri...
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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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    • 608 Ramapo Valley Road, New Jersey

      Hike the Halifax Trail and Ruins in the Ramapo Valley Reservation

      8.25 mi / 500 ft gain
      To start, I recommend coming in the early morning or afternoon, as the parking lot fills up with people hiking, fishing or going for a walk with their family. I usually get my luckiest before 9. This park is as relaxing or exciting as you want to make it. Here is a good map to use/ print out. We ...
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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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    • 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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    • 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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    • 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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    • Great Barrington, Massachusetts

      Mt. Wilcox and Beartown Mountain Trail Loop

      5.0
      9.29 mi / 981 ft gain
      Mt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.
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    • Great Barrington, Massachusetts

      Hike Monument Mountain

      4.5
      2 mi / 720 ft gain
      At 1642 feet (with a total elevation gain of 720 feet), Squaw Peak is a great spot to see both Mt Greylock along the Vermont border, and the Catskills in New York. There are several trail options here to get to the summit, but no matter which combination you choose, you can keep your trip under ...
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    • Closter, New Jersey

      Alpine White Trail (Stateline Lookout)

      5.0
      3.86 mi / 856 ft gain
      Starting at about 520 feet, the White path takes you along the Stateline Lookout which is a small stone building overlooking the Hudson River. The initial descent is your average hike through the woods and across a couple of wooden bridges until you reach the Giant Steps. The Giant Steps take you...
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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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