Bear Mountain, New York
Looking for the best hiking in Bear Mountain? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Bear Mountain. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Bear Mountain
-
Englewood Cliffs, New Jersey
Hike the Dyckman Hill/Carpenter's Grove Loop
4.04 mi / 400 ft gainThis loop hike can be started from several different places. I chose to start from Allison Park which overlooks the Hudson River in Englewood Cliffs, NJ. From the parking area, walk out to the entrance road and travel south to Saint Peter's College. The Long Path Trail, which you join from All...Read more -
Cragsmoor, New York
Sam's Point Overlook to Ice Cave Trail
3.47 mi / 584 ft gainSam's Point Overlook to Ice Cave Trail is an out-and-back trail with scenic views near Lake Maratanza located near Ellenville, New York. This trail is dog friendly on-leash.Read more -
Cragsmoor, New York
Sam's Point, Ice Cave Trail, Verkeerderkill Falls
4.96.99 mi / 1063 ft gainLocated in Sam's Point Preserve, this hike has three major attractions – panoramic views from Sam's Point, mysterious and chilly Ice Caves, and a knee-weakening perch atop Verkeerderkill Falls. Pay attention to seasonal conditions before making this trip. Spring and early summer are best for see...Read more -
Gardiner, New York
Hike the Dickie Barre, Peters Kill and Awosting Falls Loop
3.07.8 miThis loop hike takes you to Awosting Falls (65 ft.), as well as to great valley views along the ridge of Dickie Barre, and across Peters Kill, on the way.Start out on West Trapps Connector Trail (yellow blazes) at the east end of the West Trapps parking lot (get their early because the lot will ...Read more -
Gardiner, New York
Hike The Millbrook Mountain Ridge Trail
5.07 mi / 1400 ft gainWant to walk on the edge? visit Millbrook Mountain in the Catskills of NY. This loops hike follows the mountains ridge line most of the way to the summit with multiple viewpoints and cliff ledges to walk out on. This hike is recommended those in the area.Park at West Trapps Parking Lot and head ...Read more -
Gardiner, New York
Hike the Overcliff - Undercliff Road Loop
5.3 mi / 350 ft gainFrom the West Trapps parking lot ($15 for hikers), walk to the end of the parking lot and past a large kiosk. The trail connects the parking lot to the Overcliff Road/Undercliff Road junction. The loop can be done in either direction. I turned left on the Overcliff Road. This takes you behind...Read more -
Gardiner, New York
Hike the Millbrook Mountain/Gertrude Nose loop
9 mi / 1700 ft gainThis great loop hike starts from the upper parking lot of Lake Minnewaska State Park. Walk towards Lake Minnewaska and once on that carriage road, turn left and follow the road to the to the opposite end of the lake. Along the way are great view points of the lake and several picnic areas for day...Read more -
Gardiner, New York
Lake Minnewaska Loop Trail
2.01 mi / 348 ft gainLake Minnewaska Loop Trail is a loop trail where you may see beautiful wildflowers located near Kerhonkson, New York.Read more -
Gardiner, New York
Gertrude's Nose
4.96.97 mi / 919 ft gainIt would be impossible to see all of Minnewaska’s beautiful spots in one day. Gertrude's Nose is, in my opinion, the best view in the entire park. Round trip, the hike is approximately 5 hours, and is a 7.5 mile trip. To get to the trailhead: Drive to the Minnewaska State Park entrance, pass the...Read more -
Stamford, Connecticut
Hike Cove Island Park Loop Trail
5.01.1 mi / 3 ft gainThis 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...Read more -
Rockaway, New Jersey
Hike the Timberbrook Pond - Riley's Rise Loop
5 mi / 500 ft gainThe trailhead parking is at the end of Timberbrook Road, before the road enters Camp Winnebago (Boy Scouts). I hiked this in a clockwise directions starting on the Timberbrook Trail (yellow markers). After about 1 mile the trail ends at a junction with the Four Birds Trail (white markers). Turn...Read more -
Boonton Township, New Jersey
Hike Pyramid Mountain to Tripod Rock
4.0This is a fun hike that is great for the entire family. The trails are really well maintained and Tripod Rock is a pretty amazing feature to check out. You can hike to the rock and follow your steps back to the parking lot for a 3 mile round trip or continue along the trail for a 4.4 mile loop. I...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 -
Cedar Grove, New Jersey
Hike at Mills Reservation
4.72 mi / 200 ft gainMills Reservation is over 150 acres of wooded area located off of Normal Ave. near the Cedar Grove reservoir. Parking space is limited due to the small size but there is another hidden lot towards the back if you make a right out of the parking lot and then the first right turn onto Highland Ave....Read more -
High Falls, New York
Scramble Bonticou Crag and Table Rocks
4.5This is not a hike for the inexperienced. There is a very steep rock scramble that has some dangerous section if you are not aware of your footing and positioning. For those up to the challenge, it is extremely rewarding at the top.To start, each person has to pay $12 to access the Monhonk Preser...Read more -
Wantage, New Jersey
Hike the Iris Tail - Appalachian Tail Loop
4.09 mi / 1000 ft gainStart this hike from the Appalachian Trail parking area off route 23, south bound side, south of the park office. Follow the Blue Dot trail until is intersects with the Iris Trail. The Iris Trail (marked with red blazes) is a through hike that is about 5 miles long. It parallels the Appalachian T...Read more