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  • Poughkeepsie, New York

    Top Spots in and near Poughkeepsie

    • Washington, Connecticut

      Hike the Mount Tom Tower Trail

      1.3 mi / 337 ft gain
      Starting from the parking lot of Mt. Tom State Park, hop onto the Tower Trail (yellow trail) which leads more into the woods. During winter time, the trail may be slippery, please use your best judgement and always know your limits. Gaining about 300 feet in total elevation in approximately 1 mil...
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    • Big Indian, New York

      Camp on Giant Ledge

      4.5
      1.5 mi / 975 ft gain
      Giant Ledge is a great hike in the Catskills if you are looking for something short, with incredible views, and camping options. There are not many hikes with better views then this in the Catskills, so why not spend as much time as possible up there?  There are a few camping spots you can grab w...
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    • Big Indian, New York

      Hike Giant Ledge

      4.5
      3.74 mi
      The trail starts across the street from the parking area you will see a sign. After a short walk in you will cross a foot bridge. At approximately 0.75 mile you will reach a junction. You will turn left toward Giant Ledge. The next half mile is fairly flat. At 1.5 miles you will reach a spur ...
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    • Mount Washington, Massachusetts

      Mount Frissell and Brace Mountain Loop Trail

      5.08 mi / 807 ft gain
      Mount Frissell and Brace Mountain Loop Trail is a loop trail where you may see beautiful wildflowers located near South Egremont, Massachusetts.
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    • Canaan, Connecticut

      Explore Great Falls

      3.0
      0.5 mi
      Stumbled upon Great Falls in the Falls Village section of Canaan, CT. The stunning 50ft waterfall doesn't disappoint. very easy hike from parking lot, you must cross the river in order to get close for bottom view. Hop on top of turtle rock and relax as the waterfall tumbles in the distance.
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    • Haines Falls, New York

      Fawns Leap

      2.3
      Please be respectful if visiting this local swimming hole. Pack out what you pack in, carry out others' trash, and familiarize yourself with Leave No Trace principles.  Hidden in the Catskill Mountains is one of the coolest cliff jumping locations I have ever been to. The first time I went was a...
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    • Salisbury, Connecticut

      Bear Mountain Loop

      4.5
      6.05 mi / 1516 ft gain
      At 2,316 feet, Bear Mountain is the highest peak in Connecticut. The peak is about a half-mile south of the Massachusetts state line on the Appalachian Trail. The views are great. On a clear day you can see some of the peaks in southern New Hampshire. The remnants of a stone tower are on the summ...
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    • Haines Falls, New York

      Kaaterskill Falls

      4.5
      2.57 mi / 719 ft gain
      Although this is a super short hike, it is definitely a tough one! The quick, steep climb is totally worth it once you reach the 260 foot cascade and pool at the end. Hike along the trail, hugging Spruce Creek all the way to the falls. If you hike in the spring, the creek and the falls will be ra...
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    • Elka Park, New York

      Layman's Monument and Kaaterskill Falls

      3.05 mi / 892 ft gain
      Layman's Monument and Kaaterskill Falls is an out-and-back trail that takes you to one of New York's tallest waterfalls at 231 feet and to the historical monument for Frank D. Layman, who passed away in 1990 while fighting a forest fire. This trail is located near Haines Falls, New York.
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    • Greene County, United States

      Hike to Newman's Ledge

      4 mi / 584 ft gain
      Located in the beautiful Catskill Mountains, this is an outdoors-mans(and woman's) dream spot! Although this hike is accessible year round, if you decide to go during the summer you should expect crowds. Luckily, there are so many different trails and activities that it won't even matter. North-S...
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    • Haines Falls, New York

      Summit North Mountain

      4.5
      6 mi / 855 ft gain
      Have you ever wanted to feel as if you were hiking two different locations at once? If so, then North Mountain is definitely somewhere to check out. Take the birch tree forests around Aspen, CO and pair it with the spruces/pines of the Adirondacks and you'll have this route in the Catskills.Parki...
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    • Pound Ridge, New York

      Leatherman's Loop

      1.25 mi / 1183 ft gain
      This loop trail is moderately rated and reaches a total elevation gain of approximately 1,183 feet. It’s located in the Ward Pound Ridge Reservation, which spans roughly 4,315 acres. It is Westchester County’s largest park and includes roughly 35 plus miles of hiking trails to explore. The Ward...
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    • Mount Washington, Massachusetts

      Explore Bash Bish Falls

      4.2
      1 mi
      One of my favorite walks to a spectacular falls. The trail is easy to follow and one mile from NY parking lot and 0.5 from the parking lot. The apparent place to swim. There are several very nice, family safe swimmable pools in the creek above and after the falls. There are signs at the top of t...
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    • Mount Washington, Massachusetts

      Guilder Pond and Mount Washington Lookout Trail

      3.92 mi / 909 ft gain
      Guilder Pond and Mount Washington Lookout Trail is a loop trail that takes you by the lake located near Copake Falls, New York.
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    • Tuxedo Park, New York

      Backpack Harriman State Park

      4.5
      18 mi / 1200 ft gain
      While the first day is a bit longer and less exciting in terms of frequent landmarks, its a relaxing hike through rocky, wooded, forest among bountiful blueberry bushes and the occasional raspberry bush. Enjoy the isolation on this leg. The second day is packed with frequent and beautiful landmar...
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    • Sheffield, Massachusetts

      Hike to Race Brook Falls

      4.0
      3.4 mi / 1174 ft gain
      Hiking along the Appalachian trail I made a detour in Mt Everett State reservation. About a 2.5 mile detour lead me down to a beautiful 100ft waterfall called Race Brook falls. The waterfall felt made me feel like i was in the tropical jungle in Hawaii. Adding to the beauty of the waterfall were ...
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