4.5
(2)
60
riders
14
rides
Touring cycling routes around Cornwall-On-Hudson navigate a landscape characterized by rolling hills, dense wooded areas, and the expansive Hudson River. The region features diverse topography, including the dramatic Hudson Highlands and sections of the Shawangunk Ridge, offering varied terrain for cyclists. Many routes utilize former rail trails, providing generally flatter gradients and scenic, often car-free paths. This area provides a mix of riverside paths and challenging hill climbs suitable for different cycling preferences.
Last updated: May 1, 2026
5.0
(1)
4
riders
47.7km
03:58
860m
860m
Embark on the Candlewood Hill Loop, a difficult touring cycling route that challenges you with varied terrain, including gravel and woods roads, and unpaved sections like Sunken Mine Road. Over 29.6 miles (47.7 km), you will ascend 2820 feet (859 metres), a journey estimated to take 3 hours and 58 minutes. As you pedal, enjoy scenic views of the hills and ridgelines of Fahnestock State Park, culminating in wide-ranging vistas of the East Hudson Highlands from the summit of Candlewood Hill, where you might even glimpse the Hudson River.
Before you set out, be aware that this route, while popular with hikers, presents a significant challenge for touring cyclists due to its steep grades and unmaintained sections. Sunken Mine Road, a key part of the loop, is unpaved and closed to vehicular traffic during certain months, so always check local conditions for access. Planning your visit carefully will ensure a smoother experience on this demanding trail.
Located within the beautiful Clarence Fahnestock Memorial State Park, the Candlewood Hill Loop offers a unique opportunity to explore the region's natural beauty. Keep an eye out for the vibrant mountain laurel blooms in late spring and early summer, adding a splash of color to the hemlock forests and valleys. This trail stands out for its rugged character and the rewarding panoramic views it provides after a strenuous climb.
4.0
(1)
16
riders
17.5km
01:08
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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10
riders
39.1km
03:15
800m
800m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
41.0km
03:24
670m
670m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. 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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Highland Falls, situated in Orange County, New York, is a quaint village neighboring the renowned United States Military Academy at West Point. With a population of around 3,900, the village boasts a rich history intertwined with the academy's legacy. Its scenic location along the Hudson River and proximity to the Hudson Highlands State Park offer residents and visitors ample opportunities for outdoor recreation. With plenty of local shops, restaurants, and annual events, Highland Falls is a great spot for residents and visitors alike to relax after a long ride or hike.
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Highland Falls, once Buttermilk Falls, transformed into a village in Orange County. Officially incorporated in 1906, it boasts a population of 3,684 as of 2020. Recognized for its suburban allure, the town is esteemed as one of the best places to live in New York, featuring numerous bars, restaurants, and coffee shops.
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Popular hiking destination not far from New York City with great views
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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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No views here as they are blocked by the trees, but it's the tallest natural point on the mountain as the geodesic marker indicates
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There are over a dozen touring cycling routes around Cornwall-On-Hudson, offering a variety of experiences from moderate loops to challenging climbs. You'll find options suitable for different skill levels, with 1 easy, 4 moderate, and 9 difficult routes.
While many routes in the immediate area involve hills, the broader Hudson Valley region, which Cornwall-On-Hudson is part of, is known for its rail trails. These paths, like sections of the Ashokan Rail Trail or the Hudson Valley Rail Trail, often offer flatter, car-free surfaces ideal for families. Within Cornwall-On-Hudson, local parks such as Roe Park and Donahue Memorial Park provide well-maintained pathways suitable for less strenuous rides.
The terrain around Cornwall-On-Hudson is quite varied. You can expect a mix of gentle rolling hills and wooded areas, with picturesque views of the Catskill Mountains and the Hudson River. Some routes feature dramatic mountainous backdrops from the Hudson Highlands, while others incorporate gravel sections, such as the Indian Brook Road - gravel – Sunken Mine Road loop from Cold Spring.
Yes, several routes are designed as loops. For a moderate option, consider the Highland Falls loop from Village of Highland Falls, which covers 10.9 miles. For a more challenging ride, the Candlewood Hill Loop is a difficult 29.6-mile route through Fahnestock State Park.
The region offers numerous scenic spots. You can find impressive vistas of the Hudson River and surrounding landscapes. Notable attractions include the Storm King Mountain, the View of the Hudson River from Breakneck Ridge, and the Bull Hill (Mount Taurus) Summit. For a unique historical perspective, consider visiting the Cornish Estate Ruins (North Gate).
Yes, if you're looking to incorporate natural water features into your ride, you might find routes that pass near Brook Falls, a highlight in the area. While not directly on every cycling route, it's a nearby attraction worth exploring.
The area is highly rated by the komoot community, with an average score of 4.0 stars from 4 reviews. Cyclists often praise the diverse topography, from riverside paths to challenging hill climbs, and the scenic beauty of the Hudson Highlands and wooded areas.
For experienced cyclists seeking a longer challenge, the Highland Falls – Long Pond loop from Salisbury Mills-Cornwall is a difficult route spanning over 83 miles with significant elevation gain. Another demanding option is the Sunken Mine Road loop from Cold Spring, which is nearly 65 miles long.
The Hudson Valley region generally offers pleasant cycling conditions from spring through autumn. Spring brings blooming foliage, while autumn showcases vibrant fall colors, making both seasons particularly scenic. Summer is also popular, but be prepared for warmer temperatures. Winter cycling is possible but may be impacted by snow and ice, especially on less maintained paths or higher elevations.
The broader Hudson Valley is well-known for its extensive network of rail trails, which are excellent for touring cycling due to their generally flatter gradients and car-free nature. Notable examples include the Ashokan Rail Trail, Hudson Valley Rail Trail, and Wallkill Valley Rail Trail. These are often part of the larger Empire State Trail and provide scenic rides through rural areas and over impressive features like the Walkway Over the Hudson.
For additional resources and information about cycling opportunities in the broader Cornwall area, you can visit cornwalltourism.com.


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