Woodbury, New York
Looking for the best hiking in Woodbury? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Woodbury. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Woodbury
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Beacon, New York
Sugarloaf Mountain via Wilkinson Memorial Trail
5.02.15 mi / 820 ft gainTrail is currently closed. Get updates at parks.ny.gov. Sugarloaf Mountain is part of the Hudson Highlands State Park, along with Breakneck Ridge, Bull Hill, and Mt Beacon. Though the views are just as impressive as its sister trails, it is never as crowded and it's one of my favorite spots in ...Read more -
Cortlandt, New York
Camp Smith Trail
4.05.92 mi / 1759 ft gainThis approximately 3-hour hike borders the Hudson River, and is one of the best in Westchester County. Start off at the parking area at the Bear Mountain Tollhouse, or at a small parking area farther up Bear Mountain Road, if you want a slightly shorter hike. The trail is fairly steep in places, ...Read more -
Philipstown, New York
Indian Brook Falls (CLOSED)
2.80.59 mi / 157 ft gainIndian Brook Falls is CLOSED as of 2022. Learn more at HighlandsCurrent.org. Take a short simple walk to a beautiful waterfall near the Constitution Marsh and Audubon Center. This waterfall is great spot for the whole family to take in its beauty. This is about as short a walk and as little eff...Read more -
Beacon, New York
Explore Long Dock and Dennings Point Parks
4.0Long 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 -
Beacon, New York
Mt. Beacon Fire Tower
4.93.83 mi / 1332 ft gainMount 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 -
Beacon, New York
Malouf's Mountain Camp on Mt. Beacon
7.02 mi / 2087 ft gainStarting 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
Hike the Scofield Ridge Loop
7.5 mi / 1850 ft gainThere 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
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 -
Beacon, New York
Hudson Highlands Overlook Trail
3.29 mi / 1017 ft gainHudson Highlands Overlook Trail is an out-and-back trail that takes you through a nice forest located near Beacon, New York.Read more -
Tuxedo Park, New York
Sterling Lake & Fire Tower Loop
5.07.54 mi / 1239.06 ft gainStart out by turning right when you walk out of the visitor center onto Sterling Lake Loop (Blue Blazes). The visitor center is worth going in as they have a full diorama of the park with LED light to show trail routes. About .3 miles into the hike you will cross over a small bridge with a waterf...Read more -
Cold Spring, New York
Hike the Perkins/Fahnestock/Charcoal Burners Trail Loop
7.5 mi / 800 ft gainThis 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 -
Hopewell Junction, New York
Beaver Pond via Appalachian Trail
5.03 mi / 400 ft gainBeaver 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
4.02.07 mi / 148 ft gainIts 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 -
West Milford, New Jersey
Bearfort Mountain Loop
5.05.06 mi / 1007 ft gainBearfort Mountain is a great weekend morning hike that borders NJ and NY. Parking can be tricky as the entrance to the lot looks like it is Greenwood Lake Marina's boat storage area. Once parked, find the trail entrance at the top of the little hill and continue to the blue on white marked trail....Read more -
Kent, New York
King's Chamber and Moose Hill Loop
3.14 mi / 499 ft gainKing's Chamber and Moose Hill Loop is a loop trail that takes you by a lake located near Carmel, New York.Read more -
West Milford, New Jersey
Hike the Terrace Pond North - South Loop
10.7 mi / 1200 ft gainFrom Warwick Road, parking at the northernmost road side parking area, cross the road, and the Terrace Pond North trail (marked with blue blazes) begins as a steady climb until you gain a ridge that offers some great views for several miles. Eventually, you'll reach a power line where you turn ri...Read more