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  • Dover Plains
  • Dover Plains, New York

    Top Spots in and near Dover Plains

    • Highland Falls, New York

      Popolopen Torne

      4.5
      1.18 mi / 531 ft gain
      Popolopen Torne is a hidden gem in the Hudson Valley, a surprisingly unknown trail with a beautiful payoff and a far deeper meaning. A short hike to the top puts you at the foot of a memorial to those who have served their country, a pile of painted rocks carried up by those who want to pay their...
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    • Bear Mountain, New York

      Hike Bald Mountain, Bear Mountain State Park

      4.7
      6.8 mi / 1080 ft gain
      From your starting point at the Bear Mountain Inn, go left along the Cornell Mine Trail. (This part can be a bit confusing, but go past the carousel to a shaded picnic area; that is where the trail starts.) You will go under a bridge and follow the trail until it takes a sharp left and descends t...
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    • 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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    • Elka Park, New York

      Hike to Plattekill Falls

      0.5 mi / 137 ft gain
      Just outside of Elka Park, New York, Plattekill Falls is accessible from Albany and New York City alike. This is a great hike for families and all skill levels. The falls are spectacular year-round, but the best time to visit is in the spring.  From the trailhead, walk left past the red house unt...
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    • Elka Park, New York

      Hike to Huckleberry Point

      4.5
      4.5 mi / 644 ft gain
      This is a 4.5 mile hike that is great for hikers of all skill levels. Because it is short and not overly difficult, beginners will enjoy this hike. There are some steep sections that will get your heart pumping, though, and a stunning payoff is waiting for you at the end.From the trailhead, follo...
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    • Cheshire, Connecticut

      Hike to Roaring Brook Falls

      1.2 mi / 377 ft gain
      Arriving to the falls, parking is residential but don't worry everyone is friendly. Starting off the hike you will walk past a cool pond where you may be able to see some wildlife. Continuing on, you will follow the marked trail where it will take you further into the woods while gaining elevatio...
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    • Elka Park, New York

      Hike Indian Head Summit via Jimmy Dolan Notch Overlook

      4.9 mi / 1512 ft gain
      The view from the summit of this hike is incredible. Bring a sack lunch and a camera - you'll want to stay for a while! This trail is open for use year-round and provides great snowshoeing in the winter and fabulous wildflowers in the spring and summer. This is also a great location for birding!
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    • Elka Park, New York

      Backpack the Eastern Half of Devil's Path in the Catskill Mountains

      5.0
      14 mi / 3900 ft gain
      The Eastern half of Devil's Path has four major summits: Indian Head, Twin, Sugarloaf and Plateau. Each summit is a straight climb up and down, then back up to as much as 3,900 ft. There are some sparse sections of level ground, but most is a steep descent uphill or steep slide downhill. Your ...
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    • Elka Park, New York

      Backpack Devil's Path in the Catskills

      24.2 mi / 9000 ft gain
      Devil's Path is roughly more than 24 miles long, althought it feels like an eternity of milage. Going thru the summits of Indian head, Twin, Sugarloaf, Plateau, Hunter, and Westkill Mountains.Its brutal. Its painful, Its unique. Be prepared for anything and everything. You will encounter wild lif...
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    • Elka Park, New York

      Hike Twin Mountain

      6 mi / 1586 ft gain
      The DEC Parking lot, is located at the very end of a dead end, along Prediger Rd. Start at the trail head to the right of the trail kiosk and sign in sheet. The trail starts out very easy going as you approach the base of Twin. At mile 0.25, you’ll hit a junction where you’ll turn RIGHT towards T...
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    • Southington, Connecticut

      Hike the Crescent Lake & Metacomet Trail Loop

      4.0
      2.4 mi / 269 ft gain
      The hike to view Crescent Lake is peaceful. You can either walk through the woods where you will be blessed with natures finest birds and wildlife or you can take the trail along the lake edge. Both are similar distances and lead to the same hill at the end! Once you get to the top take a left on...
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    • Granby, Connecticut

      Hiking Enders Falls

      4.3
      Enders State Forest sprawls over approximately 2000 acres, and is found within the towns of Granby and Barkhamsted in Connecticut.  Enders has a good sized parking lot directly on Route 219.  From the junction of Route 219 and Route 20, visitors will proceed west on Route 219 for 1.2 miles and tu...
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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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    • Haines Falls, New York

      Hike to the Old Catskill Mountain House Site

      0.5 mi / 750 ft gain
      Once upon a time, this very spot was home to one of the most glamorous hotel for travelers in the United States. Now it's a historical site with one hell of a view of the Hudson River, the far away hills of Vermont, Connecticut, Massachusetts, and of course the beautiful Catskills valleys. If you...
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    • Haines Falls, New York

      Camp at North Lake Campground

      During an unplanned road trip, we arrived at the North/South Lake Campground out of curiosity and without a doubt, it was totally worth the stop! (We only saw North Lake.) To visit this campground, there is a fee for a day pass, unless you had just came from another campground in the Catskills li...
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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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