The best cycling routes around Village of Highland Falls
4.8
(6)
136
riders
25
rides
Touring cycling routes around Village of Highland Falls navigate a landscape characterized by dramatic highlands rising above the Hudson River Valley. The region features extensive forests, rocky bluffs, and significant elevation changes, providing diverse and engaging terrain for cyclists. These popular bike trails in Highland Falls, NY, offer sweeping vistas of the Hudson River, making them some of the best cycling routes in the Highland Falls area. Cyclists can expect varied terrain, from well-paved roads to some unpaved segments, with challenging climbs and descents.
Best touring cycling routes around Village of Highland Falls
- The most popular touring cycling route is Candlewood Hill Loop, a 29.6 miles (47.7 km) trail that takes 3 hours 58 minutes to complete. This route features challenging climbs and descents through the local highlands.
- Another top favourite among local touring cyclists is View from Bear Mountain Summit – Perkins Memorial Tower loop from Bear Mountain State Park, a moderate 8.2 miles (13.3 km) path. This route offers panoramic views from Bear Mountain Summit and passes through Bear Mountain State Park.
- Local touring cyclists also love the Highland Falls loop from Village of Highland Falls, a 10.9 miles (17.5 km) trail leading through varied terrain with elevation changes, often completed in about 1 hour 8 minutes.
- Touring cycling around Village of Highland Falls is defined by dramatic highlands, extensive forests, and inspiring Hudson River views. The network offers options for different ability levels, from moderate loops to challenging long-distance routes.
- The routes in Village of Highland Falls are highly rated by the komoot community with an average score of 4.75 stars from over 5 reviews. More than 100 touring cyclists have used komoot to explore Village of Highland Falls's varied terrain.
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.
5.0
(1)
15
riders
13.1km
01:03
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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.
10
riders
39.1km
03:15
800m
800m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
24.2km
01:48
530m
530m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
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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Frequently Asked Questions
How many touring cycling routes are available around Village of Highland Falls?
There are over 20 touring cycling routes around Village of Highland Falls, offering a variety of experiences for different skill levels.
What kind of terrain can I expect on touring cycling routes near Village of Highland Falls?
The region is characterized by dramatic highlands rising above the Hudson River Valley, so you can expect significant elevation changes, challenging climbs, and rewarding descents. Routes often feature well-paved surfaces, though some segments may be unpaved, all set amidst extensive forests and rocky bluffs.
Are there challenging touring cycling routes in the area?
Yes, the Village of Highland Falls area is known for its challenging routes. Out of the 23 available routes, 18 are rated as difficult. For example, the Candlewood Hill Loop is a 29.6-mile route featuring challenging climbs and descents through the local highlands.
Are there any easier touring cycling routes suitable for beginners?
While many routes are challenging, there are options for less experienced cyclists. The area offers 2 easy and 3 moderate routes. A good moderate option is the View from Bear Mountain Summit – Perkins Memorial Tower loop from Bear Mountain State Park, an 8.2-mile path offering panoramic views without extreme difficulty.
What scenic viewpoints can I expect along touring cycling routes?
Cyclists are treated to inspiring and sweeping vistas of the Hudson River throughout the area. Notable viewpoints include the View of the Hudson River from Bear Mountain, the View of the Hudson River from Breakneck Ridge, and the View of the Hudson Highlands from Bear Mountain. The Bull Hill (Mount Taurus) Summit also offers stunning panoramas.
Are there any interesting landmarks or attractions to see along the routes?
Absolutely. The region is rich in natural beauty and historical sites. You can cycle past the iconic Bear Mountain Bridge, which is a crucial link for cyclists. Other points of interest include the Cornish Estate Ruins (North Gate) and the West Mountain Shelter. Bear Mountain State Park itself offers a lake, picnic areas, and the Trailside Museum and Zoo.
What is the best time of year for touring cycling around Village of Highland Falls?
The best time to visit for touring cycling is typically during the spring, summer, and fall months when the weather is mild and the natural scenery is at its peak. Fall foliage offers particularly stunning views. While winter cycling is possible, be prepared for colder temperatures and potential snow or ice on trails.
Are there any long-distance touring cycling routes available?
Yes, for those looking for longer rides, the area offers extensive options. The Tarrytown Reservoir – Whaley Lake loop from Peekskill is a significant 105.9-mile (170.4 km) trail that typically takes over 10 hours to complete, leading through varied terrain.
Are there any circular touring cycling routes?
Many of the touring cycling routes in the Village of Highland Falls area are designed as loops, allowing you to start and end at the same point. Examples include the Indian Brook Road - gravel – Sunken Mine Road loop from Peekskill and the Drum Hill – Creek Hill loop from Peekskill.
What do other touring cyclists enjoy the most about touring cycling in Village of Highland Falls?
The area is highly rated by the komoot community, with an average score of 4.75 stars from more than 5 reviews. Reviewers often praise the dramatic highlands, extensive forests, and inspiring Hudson River views that define the cycling experience here.
Are there places to eat or refuel in Village of Highland Falls after a ride?
Yes, the Village of Highland Falls provides local shops, cafes, and restaurants, making it a convenient and pleasant place to relax and refuel after a day of cycling.
Is public transport available to access touring cycling routes?
The broader Hudson Valley region, accessible from Highland Falls, is well-connected. While specific bus routes directly to trailheads might vary, organizations like "Parks & Trails New York" offer multi-day tours that utilize the Empire State Trail, which can be accessed via various public transport options in the wider region.
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