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  • Poughkeepsie
  • Poughkeepsie, New York

    Top Spots in and near Poughkeepsie

    • Great Barrington, Massachusetts

      Hike Monument Mountain

      4.0
      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

      Hike Alpine White Trail (Stateline Lookout)

      5.0
      5 mi / -520 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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