• United States
  • New York
  • Dover Plains
  • Dover Plains, New York

    Top Spots in and near Dover Plains

    • Hamden, Connecticut

      Hike the Mill River Trail to the Blue Trail at Sleeping Giant SP

      5.0
      3 mi / 518 ft gain
      Since I was a child, I’ve always enjoyed hiking the Giant. As Connecticut parks go, this terrain is some of the most challenging (and unfortunately, the most dangerous) in the state. The actual ridge is approximately 2.75 miles long by 1.75 miles wide, and offers approximately 24 miles of hiking ...
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    • Hamden, Connecticut

      Boulder & Free Climb off the Blue Trail In Sleeping Giant SP

      Sleeping Giant State Park does not just have great hiking, it also has great climbing and bouldering. Pick up the blue trail starting at the backside of the visitor center. This trail climbs pretty steadily but take note that as you hike up the cliff below you is a great spot to checkout for boul...
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    • Briarcliff Manor, New York

      Hike Kate Kennard Trail

      1.8 mi / 140 ft gain
      If you’re in the town of Briarcliff and looking for an easy local trail to try out, Kate Kennard Trail is good for getting in a quick run or walk. It’s a straight line path the whole way. You’ll know you’ve reached the end of the path when you see a sign that marks the beginning of a road leading...
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    • Meriden, Connecticut

      Higby Mountain Trail

      2.11 mi / 486 ft gain
      The popular route for this hike is to park your car at the base of the trail which is located right before merging onto 91-S in Middlefield, CT. The parking lot does seem to get crowded mid-day, especially if the weather is nice!  The beginning of the hike is mostly flatter land and an incline w...
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    • Bridgeport, Connecticut

      Stroll around Fayerweather Island

      0.5 mi
      Parking is at the end of Barnum Road in the Seaside Park.  Though the lighthouse grounds are accessible the tower itself is not open to the public.  To access the island you must walk across the breakwater.  Please use caution as it is uneven footing and at times can be slippery.  From the isla...
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    • Phoenicia, New York

      Mt. Wittenberg

      4.3
      6.89 mi / 2608 ft gain
      Looking for a great day hike in the Catskill region of NY? Then you should definitely look into and consider tackling Mt. Wittenberg then. A challenging climb up but a very rewarding summit view. Starting at Woodland Valley Campgrounds visitor registration house (where you can pay for parking fo...
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    • Phoenicia, New York

      Camp at Woodland Valley

      3.0
      If you are looking for a great campground up in the Catskill Mountains of New York then you definitely have to check out Woodland Valley Campgrounds. Located about 2 hours north of New York City, it is the perfect place to go to get off the grid. No service for about 30 minutes in any direction.T...
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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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    • Pleasantville, New York

      Swan Lake Loop

      5.0
      1.37 mi / 85 ft gain
      Swan Lake Loop is a loop trail that takes you by a lake located near Hawthorne, New York.
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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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    • Big Indian, New York

      Giant Ledge

      4.5
      3.05 mi / 925 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 wh...
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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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    • Middletown, Connecticut

      Explore Wadsworth Falls

      5.0
      0.25 mi
      When it comes to exploring Wadsworth Falls its ease of access couldn't be better. As soon as you pull into the parking lot you hear the falls roaring. Take the quick walk to see the picturesque scenery.Facts about Wadsworth Falls:Height: 25ft tall and doubled in width Rock: Hampden Basalt -the ro...
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    • Tuxedo Park, New York

      Backpack Harriman State Park

      4.6
      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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