Newtown, Connecticut
Looking for the best hiking in Newtown? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Newtown. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Newtown
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Closter, New Jersey
Hike to Huyler's Landing/ Closter Dock Loop
4.05.4 mi / 450 ft gainThe easiest way to access this loop hike is by parking at the Palisades State Park Headquarters. This is just off exit 2 from the Palisades Interstate Parkway. Parking here is free and it is a short walk down a road to the Closter Dock Trail. The Closter Dock Trail is more of a wide fire road ...Read more -
Monroe, New York
Hike the Jessup/Highlands/Long Path Trails
7.8 mi / 500 ft gainThis trails starts at a small park in Woodbury called Gonzaga Park. Closed from mid-November to April, you are still able to park just outside the gate if that is the time of year you are hiking. Three different trail names share this path. The Jessup trail starts/end at Gonzaga Park and trave...Read more -
Woodcliff Lake, New Jersey
Wood Dale Park Loop
4.00.38 mi / 16 ft gainLocated within the Wood Dale County Park in Woodcliff Lake, New Jersey, the Wood Dale Park Loop offers visitors a tranquil walking experience amidst lush greenery and a picturesque pond. This family-friendly loop is ideal for leisurely strolls, jogging, and nature observation. Trail Overview ...Read more -
Sheffield, Massachusetts
Race Brook Falls
4.02.47 mi / 1145 ft gainHiking 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 -
New Paltz, New York
Hike Mohonk Preserve's Gatehouse to Skytop Tower
5.09 mi / 1268 ft gainBegin 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 -
Glastonbury, Connecticut
Blackledge Falls
4.01.46 mi / 207 ft gainAlthough the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...Read more -
Mount Washington, Massachusetts
Guilder Pond and Mount Washington Lookout Trail
3.92 mi / 909 ft gainGuilder Pond and Mount Washington Lookout Trail is a loop trail that takes you by the lake located near Copake Falls, New York.Read more -
Sandisfield, Massachusetts
Buck River Swimming Hole
4.00.3 mi / 250 ft gainThis swimming hole is 7-feet deep. At the top of the swimming hole is a 12-foot waterfall with slide down. Parking: The swimming hole is located between Sandisfield Town Office and the post office. There is one dirt pull-off space near the swimming hole. The easiest parking is at the Town Offic...Read more -
Englewood Cliffs, New Jersey
Hike the Dyckman Hill/Huyler's Landing Loop
9 mi / 980 ft gainThere is two ways to access this loop hike. The first is from the Englewood Picnic area just off Exit 1 from the Palisades Interstate Parkway. Parking here requires a fee of $5 May through September. The second is to drive past the Englewood Picnic area turnoff on Henry Hudson Drive and continu...Read more -
Mount Washington, Massachusetts
Bash Bish Falls
4.30.75 mi / 295 ft gainBash Bish Falls is a spectacular 60-foot waterfall located on the Massachusetts-New York border in the southern Berkshires. This popular destination offers easy hiking access and stunning natural beauty, making it perfect for families and casual hikers. Parking Options Massachusetts Side: 0...Read more -
Copake, New York
Bash Bish Falls from Taconic State Park
1.53 mi / 167 ft gainBash Bish Falls from Taconic State Park is an out-and-back trail that takes you by a waterfall located near Copake, New York. Swimming is not permitted at Bash Bish Falls.Read more -
High Falls, New York
Mohonk Mountain House Labyrinth and Lemon Squeeze Hike
4.5Mohonk Mountain House is a historic resort located just outside the Catskills in the Hudson Valley just 90 miles north of New York City. With 85 miles of winding trails throughout the Mohonk Preserve, you'll have endless hiking options upon your arrival.Parking at the Gatehouse is limited, so be ...Read more