Outbound Collective logo
  • United States
  • New York
  • Dover Plains
  • Dover Plains, New York

    Top Spots in and near Dover Plains

    • Hopewell Junction, New York

      Beaver Pond via Appalachian Trail

      5.0
      3 mi / 400 ft gain
      Beaver Pond is a small body of water created by a dam that was constructed during the days of iron ore mining in the area.  The pond is crystal clear and has a wonderful tree line right on the water.  The best time to visit here is early morning in the fall.  With the leaves changing color they m...
      Read more
    • Hopewell Junction, New York

      Lake Canopus Viewpoint

      4.0
      2.07 mi / 148 ft gain
      Its a great place to explore as it has a beautiful calm lake especially in the fall, the reflection of the water and the awesome colors are unbelievable. Its a short hike but you certainly could go further up. Parking is free by the road, hike towards the lake about a mile or so. The sound of bi...
      Read more
    • Beacon, New York

      Hudson Highlands Overlook Trail

      3.29 mi / 1017 ft gain
      Hudson Highlands Overlook Trail is an out-and-back trail that takes you through a nice forest located near Beacon, New York.
      Read more
    • Beacon, New York

      Hike Fishkill Ridge

      Fishkill Ridge is a strenuous but rewarding hike, and one of the less known areas in the Hudson Valley. The parking area is at the very end of Sunnyside Road in Beacon, along with the information board at the trailhead. The red trail leaves the lot and will take you up to the first peak on the ri...
      Read more
    • Cold Spring, New York

      Hike the Perkins/Fahnestock/Charcoal Burners Trail Loop

      7.5 mi / 800 ft gain
      This is one of my favorite hikes in the Clarence Fahnestock State Park. A real mixed bag but mostly very enjoyable. The trail starts at the Charcoal Burners Trailhead Route 301. There is only road side parking on a soft shoulder, both sides of the road.  After a short walk into the forest, you re...
      Read more
    • 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 ...
      Read more
    • 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.
      Read more
    • Danbury, Connecticut

      Hike Middle Mountain To Thomas Mountain Loop

      3.7 mi / 856 ft gain
      Middle Mountain to Thomas Mountain Loop is a 3.7 mile loop hike that takes you past great forest setting located near Danbury, Connecticut.
      Read more
    • Beacon, New York

      Hike the Scofield Ridge Loop

      7.5 mi / 1850 ft gain
      There are some great view points along this route.  Start from the Mount Beacon Park trailhead parking area.  This leads to the Casino Trail (red markers).  The trail climbs steeply to some old ruins of a casino.  Most of what remains is only the brick structure housing the mechanics for a trolle...
      Read more
    • Beacon, New York

      Malouf's Mountain Camp on Mt. Beacon

      7.02 mi / 2087 ft gain
      Starting in the quaint town of Beacon there are a couple of options for hikes of varying difficulty. From the station the walk is about 1.5 miles to the trail heads, alternatively if you choose to stay the night at Malouf's Mountain Sunset Campground you can arrange for the host to meet you, take...
      Read more
    • Beacon, New York

      Mt. Beacon Fire Tower

      4.8
      3.83 mi / 1332 ft gain
      Mount Beacon is a very popular trail along the Hudson River, and for good reason. It offers a good workout, fantastic views for both sunrise and sunset (and of course the time in between), a recently rebuilt fire tower, and all with incredibly easy access right on the edge of a lively town. The ...
      Read more
    • 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...
      Read more
    • Beacon, New York

      Explore Long Dock and Dennings Point Parks

      4.0
      Long Dock and Dennings Point are two of the most popular parks in Beacon, that just so happen to be connected by a train track turned trail. Plenty of parking is available at Long Dock, and its a perfect spot to picnic, launch your kayak into the Hudson, or cast your line hoping to reel in the bi...
      Read more
    • Ridgefield, Connecticut

      Hike the Hemlock Hills & Pine Mountain Loop

      7.5 mi / 1174 ft gain
      There are several trailheads for Hemlock Hills But the least crowded is at the intersection of Ned's Mountain road and Bogus Road.  I took my 3 year old black lab. There are ton's of little ponds for your dog to jump in and do dog things.  For the most part the hike is flat but at some parts it c...
      Read more
    • Norfolk, Connecticut

      Hike to Campbell Falls

      4.0
      1.4 mi / 187 ft gain
      Campbell Falls, one of the most beautiful parks in CT. Don't let the size of the park fool you, that's what adds to the beauty. With it's strong pine and fresh flower scented woods you slowly forget that you're even in Connecticut. The trails aren't labeled the greatest but still can be made out....
      Read more
    • New Paltz, New York

      Hike Mohonk Preserve's Gatehouse to Skytop Tower

      5.0
      9 mi / 1268 ft gain
      Begin at the intersection of Gatehouse Rd and Mohonk Private Rd. There is a small shoulder to park on here. Begin hiking into the preserve along the gatehouse road. There will be signs stating you need a membership or pass to enter. Don't worry about these, there will be a place on the trail ...
      Read more