Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Cycling routes
United States
New York
Orange County

Town of Highlands

The best cycling routes around Town of Highlands

4.6

(16)

206

riders

29

rides

Touring cycling around Town of Highlands offers routes through the southern Appalachian Mountains and the Nantahala National Forest. The region is characterized by varied terrain, including scenic mountain roads and the unique temperate rainforest environment. Cyclists can explore routes with significant elevation changes, passing by numerous waterfalls and enjoying lush, green scenery. This area provides a diverse landscape for both challenging rides and more moderate explorations.

Best touring cycling routes around Town of Highlands

  • The most popular touring cycling route…

Last updated: May 1, 2026

5.0

(1)

4

riders

#1.

Candlewood Hill Loop

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…

Navigate with device

Send to Phone

Save

Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

4.0

(1)

16

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

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

Hard

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

Hard
Sign up for free to see 25 more rides around Town of Highlands.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Town of Highlands

Hiking around Town of Highlands

Road Cycling Routes around Town of Highlands

Gravel biking around Town of Highlands

Running Trails around Town of Highlands

Tips from the Community

Jamie S.
June 24, 2025, View of the Hudson River from Bear Mountain

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.

1

0

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.

0

0

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.

0

0

Jamie S.
February 14, 2024, Highland Falls

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.

0

0

Scott
January 18, 2024, Highland Falls

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.

0

0

Popular hiking destination not far from New York City with great views

0

0

Felix
October 31, 2022, Perkins Memorial Tower

The unobstructed 360 views are worth the extra 70 feet up the tower when it's open

0

0

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

0

0

Frequently Asked Questions

How many touring cycling routes are available in the Town of Highlands?

There are 28 touring cycling routes around the Town of Highlands. These routes offer a diverse range of experiences, from moderate paths to challenging climbs through the Appalachian Mountains.

What kind of terrain can I expect on touring cycling routes around Town of Highlands?

The Town of Highlands, nestled in the southern Appalachian Mountains, offers varied terrain for touring cyclists. You can expect scenic mountain roads with significant elevation changes, lush landscapes due to its temperate rainforest environment, and routes through the dense Nantahala National Forest. The area provides a mix of paved and well-maintained unpaved roads.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, there are routes suitable for less experienced cyclists. For example, the Highland Falls loop from Village of Highland Falls is a moderate 10.9-mile (17.5 km) trail that leads through varied local landscapes, often completed in about 1 hour 10 minutes. This route offers a more relaxed exploration of the area.

Where can I find challenging touring cycling routes in the Town of Highlands?

For experienced cyclists seeking a challenge, the Town of Highlands offers several difficult routes with significant elevation gains. A notable option is the Candlewood Hill Loop, a 29.6-mile (47.7 km) trail that takes approximately 4 hours to complete and features substantial climbing through mountain terrain.

Are there touring cycling routes that offer scenic views or pass by natural attractions?

Absolutely. Many routes in the Town of Highlands provide breathtaking mountain views and pass by natural attractions. The region is renowned for its numerous waterfalls, such as Bridal Veil Falls, Cullasaja Falls, Dry Falls, and Glen Falls. You can also find routes with panoramic vistas from points like Sunset Rock and Whiteside Mountain. For a route with a specific viewpoint, consider the View from Bear Mountain Summit – Perkins Memorial Tower loop from Bear Mountain State Park, which offers scenic views from a mountain summit.

What do other touring cyclists enjoy most about the routes in Town of Highlands?

The touring cycling routes in the Town of Highlands are highly rated by the komoot community, with an average score of 4.4 stars from 18 reviews. Nearly 200 touring cyclists have explored the area using komoot, often praising the diverse terrain, challenging mountain roads, and the immersive experience of the Nantahala National Forest.

Are there any circular touring cycling routes available?

Yes, the Town of Highlands offers several circular routes for touring cyclists. An example is the Indian Brook Road - gravel – Sunken Mine Road loop from Cold Spring, a difficult 39.1-mile (63 km) route that provides a comprehensive tour of varied landscapes.

What kind of natural features or landmarks can I see near the cycling routes?

Beyond the routes themselves, the area around the Town of Highlands is rich with natural features. You can explore various lakes such as Hessian Lake and Lake Tiorati. There are also notable viewpoints like South Beacon Mountain and Firetower, offering expansive vistas of the surrounding Appalachian landscape.

What is the best time of year for touring cycling in the Town of Highlands?

Given its temperate rainforest environment, the Town of Highlands experiences lush, green scenery throughout much of the year. While cycling is possible for many months, spring and fall often offer the most pleasant temperatures and vibrant natural beauty, with fewer extremes in weather. However, the region receives over 80 inches of rain annually, so be prepared for potential wet conditions at any time.

Are there any routes that are particularly good for experiencing the unique temperate rainforest environment?

Many routes within the Nantahala National Forest and surrounding areas will immerse you in the temperate rainforest environment. The constant moisture fosters incredible biodiversity and lush, green scenery. Routes that follow river valleys or pass by waterfalls, such as those near Cullasaja Falls or Glen Falls, will particularly highlight this unique ecological feature.

Are there any routes that offer a different starting point or perspective of Bear Mountain Summit?

Yes, in addition to the route from Bear Mountain State Park, you can also access the scenic views from Bear Mountain Summit via a different starting point. Consider the View from Bear Mountain Summit – Perkins Memorial Tower loop from Manitou, a difficult 24.2-mile (39 km) route that provides another perspective of this popular area.

Most popular routes around Town of Highlands

Easy hikes around Town of Highlands

Most popular attractions around Town of Highlands

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

Fort MontgomerySterling Forest State ParkVillage of Highland FallsTuxedo ParkCornwall-On-HudsonStorm King State ParkBalmvilleWoodburyFirthcliffeOrange LakeWaldenGardnertownStewart State ForestVillage of MontgomeryMaybrookNewburghChesterGoshenGreenwood LakeVails GateNew WindsorKiryas JoelPort JervisHuckleberry Ridge State ForestVillage of MonroeHarrimanSparrow BushSouth Blooming GroveSchunnemunk State ParkGoosepond Mountain State ParkMiddletownMechanicstownHighland Lakes State ParkScotchtownBeaver Dam LakeWalton ParkWashingtonvilleMountain Lodge Park

Nearby adventure guides

Things to Do around Fort Montgomery

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy