Dover Plains, New York
Top Spots in and near Dover Plains
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Kerhonkson, New York
Stony Kill Falls
1.54 mi / 282 ft gainStony Kill Falls is stunning waterfall, which can be accessed via an out-and-back trail located near Kerhonkson, New York. Stoney Kill is a great waterfall to visit anytime of year. In the summer, you can cool off with a swimming hole under the falls. In winter, it's is great for ice climbing. I...Read more -
Elka Park, New York
Hike to Plattekill Falls
0.5 mi / 137 ft gainJust 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...Read more -
Elka Park, New York
Hike to Huckleberry Point
4.54.5 mi / 644 ft gainThis 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...Read more -
Cheshire, Connecticut
Hike to Roaring Brook Falls
1.2 mi / 377 ft gainArriving 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...Read more -
Elka Park, New York
Hike Indian Head Summit via Jimmy Dolan Notch Overlook
4.9 mi / 1512 ft gainThe 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!Read more -
Elka Park, New York
Devil's Path to Devil's Tombstone
5.011.9 mi / 4475 ft gainThe 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 ...Read more -
Elka Park, New York
Devil's Path in the Catskills
22.04 mi / 7733 ft gainDevil'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 l...Read more -
Elka Park, New York
Hike Twin Mountain
6 mi / 1586 ft gainThe 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...Read more -
Southington, Connecticut
Hike the Crescent Lake & Metacomet Trail Loop
4.02.4 mi / 269 ft gainThe 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...Read more -
Granby, Connecticut
Hiking Enders Falls
4.0Enders 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...Read more -
Haines Falls, New York
Fawns Leap
3.5Please 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...Read more -
Greene County, United States
Hike to Newman's Ledge
4 mi / 584 ft gainLocated 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...Read more -
Woodstock, New York
Sugarloaf Mountain via Blue Trail
6.54 mi / 2297 ft gainSugarloaf Mountain, is one the 35 highest peaks in New York's Catskills at 3806 ft. There are many ways to approach this peak, and this is an out-and-back hike via Mink Hollow. The parking area is located at the end of Milk Hollow Rd (42.10405386879072, -74.17148500019927). From here, get on the...Read more -
Stockbridge, Massachusetts
Laura's Tower and Ice Glen
5.02.4 mi / 676 ft gainYou will park at the end of Park Street in Stockbridge, Massachusetts. From the parking are you will cross a beautiful bridge over the Housatonic River. The trail crosses railroad tracks and immediately begins to climb into the woods. You will reach a split in the trail, a left will take you...Read more -
Southington, Connecticut
Rock Climb Ragged Mountain
The main face of Ragged Mountain (elev. 761 feet) is home to a lot climbing in central Connecticut. It runs north-south for about 600 feet. Its max height of 100 feet. The crag is home to several rock climbing guides and schools. Routes range in difficultly from great for the beginner (5.3) to su...Read more -
Elka Park, New York
Layman's Monument and Kaaterskill Falls
3.05 mi / 892 ft gainLayman'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.Read more