4.5
(2)
72
riders
14
rides
Touring cycling around Cold Spring offers diverse landscapes within the Hudson Highlands, characterized by significant elevation changes and sweeping views across the Hudson River. The region features ancient bedrock, extensive networks of gravel roads, and natural attractions like Fahnestock State Park. Cyclists can explore routes that combine challenging climbs with picturesque descents through state forests and along the iconic Hudson River Valley.
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…
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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Cold Spring offers a diverse selection of over 10 touring cycling routes. These routes cater to various skill levels, with options ranging from moderate to very challenging rides through the Hudson Highlands.
The terrain around Cold Spring is quite varied. You'll find a mix of paved roads, extensive networks of smooth, hard-packed gravel roads in Putnam County, and routes with significant elevation changes. The region is known for its dramatic Hudson Highlands, offering both challenging climbs and rewarding descents.
Yes, Cold Spring provides routes for various fitness levels. While many routes feature substantial elevation gains, there are also moderate options. For example, the Highland Falls loop from Village of Highland Falls is a moderate 17.5 km ride. More challenging options include the Candlewood Hill Loop in Fahnestock State Park, which is a difficult 47.7 km route with significant elevation.
The komoot community highly rates the touring cycling experience in Cold Spring, with an average score of 4.5 stars. Cyclists often praise the dramatic landscapes of the Hudson Highlands, the scenic views across the Hudson River, and the extensive gravel roads that offer a sense of adventure through natural settings.
Absolutely. The region is rich in history. You can encounter historical elements like the Croton Aqueduct, part of New York City's old water distribution system, and Old Albany Post Road, one of the oldest unpaved roads still in use in the United States. Other notable historical sites include the Ruins of the Mount Beacon Incline Railway Powerhouse and the Cornish Estate Ruins (North Gate).
Yes, many routes offer stunning views. The Hudson Highlands provide sweeping vistas across the Hudson River. Specific viewpoints include the Bull Hill (Mount Taurus) Summit and the View of the Hudson River from Breakneck Ridge. You can also find natural attractions like Brook Falls and areas around Sunken Mine known for wildlife.
The best time for touring cycling in Cold Spring is generally spring, summer, and especially fall. Autumn offers spectacular fall foliage, making for incredibly scenic rides. Spring and summer provide pleasant weather for exploring the diverse landscapes, though summer can be warm. Winter cycling is possible but requires appropriate gear and awareness of conditions.
Cold Spring is very accessible from New York City. It's conveniently located just an hour away by train from Grand Central Station, making it an ideal destination for city cyclists seeking outdoor adventures. Many routes are designed to be accessible from the Cold Spring Train Station.
Yes, the region is known for its mixed-surface routes. A popular option is the Indian Brook Road - gravel – Sunken Mine Road loop from Cold Spring, a difficult 39.1 km path that includes both paved and gravel sections, offering varied terrain through the local landscape.
For those seeking longer and more challenging rides, the Sunken Mine Road loop from Cold Spring is a difficult 64.7 km trail with significant elevation, often taking around 5 hours to complete. This route leads through scenic areas and features notable descents.
Clarence Fahnestock Memorial State Park is a prominent natural attraction in the area, offering various cycling routes with substantial elevation gains. The Candlewood Hill Loop is a difficult 47.7 km touring route located within Fahnestock State Park, featuring beautiful lakes and state forests.
While Cold Spring is a popular destination, exploring the extensive network of gravel roads in Putnam County can often lead to less crowded experiences. Routes that venture deeper into Fahnestock State Park or along less-traveled sections of Old Albany Post Road may offer a more serene ride.


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