4.7
(194)
2,328
hikers
145
hikes
Hiking around Fort Montgomery offers diverse trails through varied terrain, characterized by its location overlooking the Hudson River and Popolopen Creek. The region is situated on the northern border of Bear Mountain State Park, providing access to extensive forests, hills, and rocky sections. Hikers can explore the dramatic Popolopen Gorge and find routes with views of the Catskill Mountains.
Last updated: May 11, 2026
5.0
(2)
32
hikers
10.6km
03:26
440m
410m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
29
hikers
3.50km
01:17
340m
0m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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8
hikers
1.69km
00:40
180m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4
hikers
5.49km
01:44
160m
330m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.59km
00:27
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Bear Mountain, located in the Hudson Highlands of southeastern New York, is one of the most notable landmarks on the Appalachian Trail in the state. The AT crosses directly over the summit, which stands at 1,305 feet, which is not especially high, but it is a historically and symbolically significant summit; it’s home to the oldest continuously maintained section of the Appalachian Trail, built in 1923, and features wide stone steps and paved walkways constructed by trail crews and the Civilian Conservation Corps. For many hikers, Bear Mountain is also the site of the lowest elevation point on the AT, near the Hudson River just before the climb. From the top, you get sweeping views of the Hudson Valley, and the surrounding Bear Mountain State Park includes a lake, picnic areas, the Trailside Museum and Zoo (which the AT technically passes through), and access to nearby Perkins Memorial Tower. It’s a popular day hike, so don’t be surprised to share the trail with weekend crowds, especially in fall.
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Bear Mountain peaks at just under 1,300 feet in elevation over a 4.5-mile stretch of picturesque paved road. Although it may seem small in comparison to some of the world’s renowned climbs, it makes up for this with stunning views of the Hudson Highlands.
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The road makes a loop around the summit of Bear Mountain with the Perkins Memorial Tower at its center. From the top you get sweeping views south across the Hudson, Harriman State Park, and the route taken by the Appalachian Trail.
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Just a quick 450-foot detour off the Appalachian Trail, this viewpoint offers a perfect spot for a snack break while taking in stunning views of Bear Mountain State Park. From the rocky outcrop, you can see the Hudson River and the vast forest below.
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Popular hiking destination not far from New York City with great views
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Nice small lake in Bear mountain state park. In the summer you can rent a paddle boat and fishing is allowed in season
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The unobstructed 360 views are worth the extra 70 feet up the tower when it's open
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Fort Montgomery offers an extensive network of over 120 hiking trails. These routes cater to various skill levels, from easy walks to more challenging ascents, providing diverse experiences through the region's natural beauty.
The terrain around Fort Montgomery is quite varied, featuring forests, rolling hills, and rocky sections. You'll find paths ranging from mostly flat and even surfaces to those with steep climbs, roots, and rocks, especially within areas like the Popolopen Gorge and Bear Mountain State Park.
The hiking routes in Fort Montgomery are highly rated by the komoot community, with an average score of 4.7 stars from over 180 reviews. Hikers frequently praise the stunning views of the Hudson River and Catskill Mountains, the diverse landscapes, and the well-maintained trails that offer a blend of natural beauty and historical interest.
Yes, Fort Montgomery has a good selection of easy trails perfect for beginners or families. While specific easy routes aren't highlighted in the top picks, the region offers 34 easy tours. These trails often feature gentler gradients and less rugged terrain, making them accessible for a relaxed outdoor experience.
Absolutely. For experienced hikers seeking a challenge, Fort Montgomery offers 12 difficult routes. These trails often involve significant elevation gains and rugged terrain, such as the more strenuous variations of the Bear Mountain Loop or the 1777 Trail mentioned in regional research, providing a rewarding workout and expansive views.
Many trails in Fort Montgomery offer spectacular viewpoints. For panoramic vistas, consider routes like Perkins Memorial Tower via Appalachian Trail, which leads to Perkins Memorial Tower. Other popular spots include View of the Hudson River from Bear Mountain and View of the Hudson River and the Bear Mountain Bridge from Anthony's Nose, offering stunning perspectives of the Hudson River and surrounding highlands.
While hiking in Fort Montgomery, you'll encounter a rich variety of natural features. The region is defined by the majestic Hudson River, the dramatic Popolopen Gorge, and the forested hills of Bear Mountain State Park. You can also explore areas around Hessian Lake and enjoy views of the Catskill Mountains from higher elevations.
Yes, Fort Montgomery is rich in history. The Fort Montgomery State Historic Site itself offers interpretive trails through the ruins of a Revolutionary War-era fort. Additionally, you might encounter landmarks like the Bear Mountain Bridge and the Cornish Estate Ruins (North Gate), blending natural beauty with significant historical context.
Many trails in the Fort Montgomery area, particularly within Bear Mountain State Park, are dog-friendly, though it's always recommended to keep dogs on a leash. Specific regulations may vary, so checking park guidelines before your visit is advisable to ensure a smooth outing with your canine companion.
Yes, parking is generally available at or near the trailheads for popular routes in Fort Montgomery and Bear Mountain State Park. However, during peak seasons or on weekends, parking lots can fill up quickly, so arriving early is recommended to secure a spot.
While direct public transport options to all trailheads might be limited, Bear Mountain State Park, which borders Fort Montgomery, is accessible via certain bus services from New York City. It's best to check current schedules and routes for services like the Short Line Bus to Bear Mountain for the most up-to-date information on reaching the area without a car.
Yes, Fort Montgomery offers several excellent circular routes. A popular option is the Popolopen Gorge Trail loop, which takes you through the rugged gorge. Another great choice is the Popolopen Torne loop, both offering diverse scenery and a satisfying loop experience.
Generally, permits are not required for day hiking on most trails in Fort Montgomery or within Bear Mountain State Park. However, it's always wise to check the official New York State Parks website or specific park regulations for any updates or special requirements, especially for larger groups or overnight stays.


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