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United States
New York
Orange County

Fort Montgomery

The best walks and hikes around Fort Montgomery

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.

Best hiking trails around Fort Montgomery

  • The most popular hiking route is Bear Mountain Loop — Bear Mountain State Park, a 3.9 miles (6.3 km) trail that takes 2 hours 11 minutes to complete. This moderate route offers views within Bear Mountain State Park.
  • Another top favourite among local hikers is Perkins Memorial Tower via Appalachian Trail — Bear Mountain State Park, a moderate 4.0 miles (6.4 km) path. This trail leads to panoramic views from Perkins Memorial Tower.
  • Local hikers also love the Popolopen Gorge Trail loop — Bear Mountain State Park, a 5.0 miles (8.0 km) trail leading through the rugged Popolopen Gorge, often completed in about 2 hours 28 minutes.
  • Hiking around Fort Montgomery is defined by the Hudson River, Popolopen Gorge, and the forested hills of Bear Mountain State Park. The network offers options for different ability levels, from easy walks to more challenging routes.
  • The routes in Fort Montgomery are highly rated by the komoot community with an average score of 4.7 stars from over 180 reviews. More than 2000 hikers have used komoot to explore Fort Montgomery's varied terrain.

Last updated: May 11, 2026

5.0

(2)

32

hikers

#1.

Bear Mountain Loop via Major Welch and Appalachian Trail

10.6km

03:26

440m

410m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

5.0

(1)

29

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

4

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Popular around Fort Montgomery

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Road Cycling Routes around Fort Montgomery

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Tips from the Community

Jamie S.
June 24, 2025, View of the Hudson River from Bear Mountain

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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There are 2 trailheads to Antony's Nose: one northwest of Manitou Mountain, one southeast of it. Both have some parking but can be full in good weather. The shorter section can be easily completed in 30-45 minutes (each way).

Translated by Google

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Popular hiking destination not far from New York City with great views

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Felix
October 31, 2022, Hessian Lake

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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Felix
October 31, 2022, Perkins Memorial Tower

The unobstructed 360 views are worth the extra 70 feet up the tower when it's open

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Frequently Asked Questions

How many hiking trails are there in Fort Montgomery?

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.

What is the terrain like on Fort Montgomery trails?

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.

What do other hikers enjoy the most about hiking in Fort Montgomery?

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.

Are there easy hikes suitable for beginners or families in Fort Montgomery?

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.

Are there challenging hikes for experienced hikers in Fort Montgomery?

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.

Are there any trails with great viewpoints in Fort Montgomery?

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.

What natural features can I expect to see while hiking?

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.

Are there historical sites or landmarks to explore along the trails?

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.

Are the trails in Fort Montgomery dog-friendly?

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.

Is parking available at Fort Montgomery trailheads?

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.

Can I reach Fort Montgomery hiking trails by public transport?

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.

Are there any circular routes in Fort Montgomery?

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.

Are permits required for hiking in Fort Montgomery or Bear Mountain State Park?

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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