The best road cycling routes around Town of Highlands
4.8
(9)
585
riders
58
rides
Road cycling around Town of Highlands, North Carolina, is characterized by its location within the Appalachian Mountains and the Nantahala National Forest. The region features high elevations, often exceeding 4,000 feet, providing a cooler climate and varied terrain. Cyclists encounter significant elevation changes, winding mountain roads, and lush forests. The landscape includes numerous waterfalls and offers challenging routes for road cyclists.
Best road cycling routes around Town of Highlands
- The most popular road cycling route is Fort Putnam – Long Pond loop from United States Military Academy, a 22.1 miles (35.6 km) trail that takes 2 hours 4 minutes to complete. This moderate route features varied terrain and elevation changes.
- Another top favourite among local road cyclists is Bear Mountain Climb – Lake Welch Beach loop from Garrison, a difficult 59.9 miles (96.5 km) path. This route includes substantial climbs and offers expansive views of the surrounding mountains.
- Local road cyclists also love the Highland Falls – Bear Mountain Climb loop from United States Military Academy, a 25.2 miles (40.6 km) trail leading through forested areas and offering significant ascents, often completed in about 2 hours 21 minutes.
- Road cycling around Town of Highlands is defined by mountainous terrain, dense forests, and winding roads. The network offers options for various ability levels, from moderate loops to difficult climbs.
- The routes in Town of Highlands are highly rated by the komoot community with an average score of 4.8 stars from over 9 reviews. More than 600 road cyclists have used komoot to explore Town of Highlands's varied terrain.
Last updated: May 16, 2026
19
riders
35.6km
02:04
500m
500m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
12
riders
95.5km
05:12
1,510m
1,510m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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14
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
14
riders
13.8km
00:49
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
8
riders
94.2km
04:08
730m
730m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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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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Originally a small pond, Lake Welch was increased to its current size when a dam was built in 1942. It boasts the largest beach in Harriman State Park as well as multiple picnic and bbq areas.
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Covering 43 acres with an average depth of 15 feet, Lake Askoti is a popular spot for fishing. The lake is stocked with hundreds of Brown Trout which means anglers have a good chance of making a catch at one of the many access points along Seve Lakes Drive.
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Frequently Asked Questions
How many road cycling routes are available around Town of Highlands?
There are over 60 road cycling routes available around Town of Highlands, offering a wide range of options for different skill levels and preferences. These routes are highly rated by the komoot community, with an average score of 4.8 stars.
What kind of terrain can I expect on road cycling routes in Town of Highlands?
Road cycling in Town of Highlands is characterized by its mountainous terrain within the Appalachian Mountains. You can expect significant elevation changes, winding mountain roads, and lush forests. The area's high elevation, often exceeding 4,000 feet, provides a challenging yet rewarding experience with numerous climbs and descents.
Are there road cycling routes suitable for beginners in Town of Highlands?
Yes, there are several easier road cycling routes. For instance, the Fort Putnam – Highland Falls loop from United States Military Academy is an easy 13.8 km route with moderate elevation gain, perfect for those looking for a less strenuous ride.
Where can I find challenging road cycling routes with significant climbs?
Town of Highlands offers numerous challenging routes for experienced cyclists. The Bear Mountain Climb – Lake Welch Beach loop from Garrison is a difficult 96.5 km path featuring substantial climbs with over 1,500 meters of elevation gain, providing expansive views and a rigorous workout.
Are there any long-distance road cycling routes in the area?
For those seeking longer rides, the Bear Mountain Climb – Lake Welch Beach loop from Garrison covers nearly 96.5 km, offering a full day's adventure with significant elevation changes. Another option is the Walkway Over the Hudson – Dutchess Rail Trail loop from Cold Spring, which is approximately 94.2 km long.
Can I find road cycling routes with scenic views in Town of Highlands?
Absolutely. The region is renowned for its breathtaking panoramic views. Many routes traverse areas offering stunning vistas of the Appalachian Mountains and the Nantahala National Forest. The Mountain Waters Scenic Byway, for example, is known for its winding roads that reveal waterfalls and lush valleys, providing a picturesque backdrop for your ride.
Are there road cycling routes that pass by waterfalls?
While specific road cycling routes directly passing by all waterfalls are not detailed, the Town of Highlands is known as a 'waterfall capital.' Notable waterfalls like Dry Falls, Bridal Veil Falls, and Glen Falls are significant natural attractions in the vicinity. Cyclists can often incorporate short detours from main routes to visit these beautiful cascades.
What is the best time of year for road cycling in Town of Highlands?
Due to its high elevation, Town of Highlands offers a cooler climate, making spring, summer, and fall ideal for road cycling. The lush temperate rainforest provides vibrant scenery, especially in spring with new growth and in fall with spectacular foliage. Always check local weather conditions before heading out.
Are there any loop road cycling routes available?
Yes, many of the road cycling routes around Town of Highlands are designed as loops. Examples include the Fort Putnam – Long Pond loop from United States Military Academy and the Highland Falls – Bear Mountain Climb loop from United States Military Academy, which allow you to start and finish at the same point.
What nearby attractions can I explore while road cycling in Town of Highlands?
The area around Town of Highlands offers several interesting attractions. You can explore natural monuments like Mount Beacon Park or Storm King Mountain. Historical sites such as the Ruins of the Mount Beacon Incline Railway Powerhouse and the Cornish Estate Ruins (North Gate) are also accessible, offering a blend of natural beauty and history.
Are there any road cycling routes that pass by lakes or reservoirs?
Yes, some routes offer views of local water bodies. For example, the Fort Putnam – Long Pond loop from United States Military Academy passes by Long Pond. Additionally, the Beacon Reservoir is a notable natural monument in the vicinity that could be part of a scenic ride.
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Most popular attractions around Town of Highlands
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