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New York
Orange County

Fort Montgomery

The best gravel rides around Fort Montgomery

4.3

(15)

115

riders

15

rides

Gravel biking around Fort Montgomery offers diverse terrain, characterized by its location along the Hudson River and within the Hudson Highlands. The region features a mix of unpaved segments, challenging climbs, and scenic paths through forested areas and along Popolopen Creek. This environment provides varied opportunities for gravel cyclists, from moderate loops to more demanding, longer routes.

Best gravel bike trails around Fort Montgomery

  • The most popular gravel bike trail is Indian Brook Road - gravel – Graymoor Spiritual Life…

Last updated: October 12, 2026

4.5

(2)

27

riders

#1.

Indian Brook Road - gravel – Gravel stretch loop from Manitou

76.4km

05:34

1,260m

1,260m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Tips from the Community

mtm05005
July 20, 2023, School Mountain Road Trail

School Mountain Road Trail is an old farming road which has been taken back by nature. The forest has grown around it, so that it is now a green, shady hiking trail. You can still see remnants of the life that used to be along the old road, including an old abandoned farm house.

1

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Very smooth gravel. Could even get out of saddle for some sections of the climb without losing traction

0

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A lovely section of trail, with several ponds and beautiful vegetation.

0

0

j3f12
August 8, 2021, South Mountain Pass

Steep climbs on both sides. Mostly gravel. Be careful when descending.

0

0

Brewery with craft beer. Here you can drink delicious beer and eat something to wait for the train

Translated by Google•

1

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Spiritual life center for the Franciscan Friars of the Atonement https://www.atonementfriars.org/

0

0

An exhilarating descent, an exhausting climb, or both—with plenty of views along the way. Hard packed gravel through and through with minimal car traffic. Plenty of parking at the Bird and Bottle Inn.

1

0

Jiri
July 14, 2019, Peekskill Brewery

A great microbrewery with craft beers and pub food. An ideal stop before catching a train back to New York.

1

0

Frequently Asked Questions

How many gravel bike trails are available around Fort Montgomery?

There are 14 gravel bike trails available around Fort Montgomery, offering a diverse range of experiences from moderate loops to more challenging, longer routes through varied terrain.

What makes gravel biking around Fort Montgomery unique?

Gravel biking in Fort Montgomery is unique due to its stunning location along the Hudson River and within the rugged Hudson Highlands. You'll encounter a mix of unpaved segments, challenging climbs, and scenic paths through forested areas, often with views of historical sites like the Fort Montgomery State Historic Site and natural features like Popolopen Creek.

What do other gravel bikers enjoy most about the trails in Fort Montgomery?

The trails in Fort Montgomery are highly rated by the komoot community, with an average score of 4.7 stars from over 11 reviews. Riders often praise the varied terrain, the challenging climbs, and the scenic beauty of the Hudson Valley and its historical landmarks.

Are there gravel routes suitable for beginners in Fort Montgomery?

Yes, there are moderate gravel routes suitable for those looking for a less strenuous ride. For example, the Indian Brook Road - gravel loop from Nelson Corners is an 8.2-mile trail that offers a good introduction to the area's gravel paths.

What are some challenging gravel routes for experienced riders?

Experienced gravel bikers can tackle routes with significant elevation gain and extensive unpaved sections. Consider the Indian Brook Road - gravel – Graymoor Spiritual Life Center loop from Manitou, a difficult 47.9-mile trail, or the Indian Brook Road - gravel – Sunken Mine Road loop from Garrison, which is a challenging 44.3-mile path through the Hudson Highlands.

What natural landscapes and historical sites can I expect to see while gravel biking near Fort Montgomery?

While gravel biking near Fort Montgomery, you'll experience the scenic Hudson River, the rugged Hudson Highlands, and the picturesque Popolopen Creek. You can also explore significant historical sites like the Fort Montgomery State Historic Site, which offers a glimpse into Revolutionary War history, and enjoy views from various points within Bear Mountain State Park.

Are there any specific landmarks or viewpoints along the gravel trails?

Yes, the area is rich with landmarks and viewpoints. You might encounter the Cornish Estate Ruins (North Gate), ride near the impressive Bear Mountain Bridge, or enjoy stunning vistas like the View of the Hudson River from Bear Mountain. Many routes offer glimpses of the Hudson River and the surrounding Highlands.

Are there any loop routes for gravel biking in Fort Montgomery?

Yes, many of the gravel routes in Fort Montgomery are designed as loops, allowing you to start and end at the same point. An example is the Indian Brook Road - gravel – Sunken Mine Road loop from Nelson Corners, a difficult 35.1-mile route.

What is the best time of year for gravel biking in Fort Montgomery?

The spring and fall seasons are generally ideal for gravel biking in Fort Montgomery, offering pleasant temperatures and vibrant foliage. Summer can also be enjoyable, though it's wise to start early to avoid the midday heat. Winter riding is possible but requires appropriate gear and caution due to potential ice or snow on unpaved sections.

Are there any family-friendly gravel biking options near Fort Montgomery?

While many routes in the immediate Fort Montgomery area are rated moderate to difficult, families might find shorter, less technical sections within the broader Hudson Highlands State Park or Bear Mountain State Park that are suitable for gravel bikes. It's recommended to check individual route descriptions for specific terrain and elevation details to ensure they match your family's fitness level.

Where can I find parking for gravel bike trails near Fort Montgomery?

Parking is generally available at trailheads or designated parking areas within Bear Mountain State Park and Hudson Highlands State Park, which are adjacent to Fort Montgomery. Specific parking information can often be found in the details of individual komoot tours or by checking the park websites.

Are there cafes or places to eat near the gravel bike trails in Fort Montgomery?

Yes, the nearby village of Highland Falls offers local shops and restaurants where you can refuel after your ride. Additionally, Bear Mountain State Park has facilities that may include dining options, especially during peak seasons.

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