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United States
New York
Orange County

Town of Highlands

The best walks and hikes around Town of Highlands

4.7

(276)

3,512

hikers

198

hikes

Hiking around Town of Highlands offers diverse trails within the Southern Appalachian Mountains, situated at a high elevation of 4,118 feet. The region is characterized by lush forests, numerous cascading waterfalls, and prominent mountain features like sheer cliffs and panoramic views. This environment fosters a temperate rainforest with diverse plant life, including old-growth forests and rhododendron thickets. Hikers can explore areas within the expansive Nantahala National Forest and the ancient Blue Ridge Mountains.

Best hiking trails around Town of Highlands

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Last updated: April 25, 2026

#1.

Bobcat Trail

587m

00:10

0m

50m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4.5

(8)

28

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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1

hikers

10.3km

02:50

180m

180m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Hard hike. Very good fitness required. Mostly accessible paths. Sure-footedness required.

Hard

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate
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Tips from the Community

Nicole Woods
August 11, 2024, View of New York City from Mount Taurus

On a clear day, you can see the New York City skyline. Further up the trail is a geological marker; the summit is about 1,421 ft. above sea level.

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The summit is about 1,421 ft. above sea level. On a clear day, you can see the New York City skyline. There is a geological marker along the trail.

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Scott
January 18, 2024, North Point Summit

At North Point, marvel at beautiful vistas spanning the Hudson River, Breakneck Ridge, Butter Hill, and Storm King Mountain. Among several peaks exceeding 1000 feet, North Point stands as a breathtaking highlight.

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At the junction of the path there is this stone standing at the top. I haven't been able to move him...

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3

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Black Rock Forest in New York is a 4,000-acre natural preserve and research facility. It's known for its diverse ecosystems, hiking trails, and scientific research programs.

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oliviakellis
September 2, 2023, Bog Meadow Pond

Bog Meadow Pond is a serene and picturesque pond located in Black Rock Forest, New York. It's surrounded by wetlands and offers a peaceful setting for birdwatching, canoeing, and enjoying the local wildlife.

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Very well developed path for easy walking without major inclines. Some other trails are significantly more demanding.

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1

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Nice shady path just off Main Street. It is wide, smooth and well graded. It is a good access trail to the Bull Hill Trail.

1

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Frequently Asked Questions

How many hiking trails are available in the Town of Highlands area?

The Town of Highlands offers a wide variety of hiking experiences, with over 150 routes recorded on komoot. These trails cater to all skill levels, from easy strolls to challenging climbs, ensuring there's something for every hiker.

Are there many waterfalls to discover on hikes around Town of Highlands?

Yes, the Town of Highlands is renowned for its abundant waterfalls. Beyond the popular Dry Falls and Glen Falls, you can explore others like Secret Falls (also known as Big Shoals Falls) for a secluded experience, or view Cullasaja Falls from scenic roadside pull-offs. Bridal Veil Falls is unique, allowing visitors to walk behind the cascading water.

What are some family-friendly hiking options in Town of Highlands?

Many trails in the Highlands area are suitable for families. The short, easy path to Dry Falls is a great option, allowing visitors to walk behind the waterfall. The Cliffside Lake Recreation Area also offers an easy half-mile loop around the lake and an interpretive trail, perfect for younger explorers. For a slightly longer but still manageable walk, sections of the Highlands Botanical Gardens feature interconnected trails through forests and creeks.

Are dogs allowed on hiking trails in Town of Highlands?

Yes, many trails in the Town of Highlands area are dog-friendly, allowing your furry companions to join the adventure. Always ensure your dog is on a leash and that you clean up after them to preserve the natural beauty of the trails for everyone.

What kind of scenic views can I expect on hikes in Town of Highlands?

Hiking in Town of Highlands offers majestic mountain views and impressive rock formations. While the Whiteside Mountain Loop provides spectacular ridgeline vistas, you can also find expansive views of the town and surrounding mountains from Sunset Rock, especially beautiful at dusk. For panoramic views, consider the Mount Beacon Park or the Bull Hill (Mount Taurus) Summit.

Are there any circular hiking routes in the Town of Highlands area?

Yes, there are several circular routes available. For a moderate challenge, consider the North Point Summit loop, which covers nearly 6 km. Another moderate option is the Black Rock Forest loop, spanning over 10 km. These loops offer varied terrain and scenic beauty.

What is the best time of year to go hiking in Town of Highlands?

The Town of Highlands benefits from a temperate climate, making it ideal for hiking throughout much of the year. Spring brings lush greenery and blooming wildflowers, while autumn showcases spectacular fall foliage. Summer offers pleasant temperatures for higher elevation trails, and even winter can be beautiful, though some trails may have icy patches.

Are there any challenging hikes for experienced trekkers?

Absolutely. For those seeking a more strenuous adventure, the Town of Highlands area has difficult routes like the Ridge views – Railway Station Cold Spring loop, which covers over 18 km with significant elevation gain. The Yellow Mountain Trail also offers a challenging climb with rewarding 360ΒΊ views.

What do other hikers enjoy most about hiking in Town of Highlands?

The area is highly rated by the komoot community, with an average score of 4.7 stars from over 270 reviews. Reviewers often praise the diverse landscapes, from cascading waterfalls and lush forests to panoramic mountain vistas, as well as the variety of trails suitable for all abilities.

Are there any interesting natural landmarks or points of interest to see while hiking?

Beyond the stunning waterfalls and mountain peaks, the region features unique natural landmarks. You might encounter formations like the Lemon Squeezer or the intriguing Wobbly Stone. Many trails also offer viewpoints providing expansive vistas, such as the View of Bear Mountain State Park from Rocky Outcrop.

Are there any trails that are part of a longer regional route?

Yes, sections of the Bartram Trail, a significant regional trail, run through the Highlands area. This offers opportunities for both short excursions and extended hikes to spectacular vistas like Scaly Mountain, Jones Knob, and Whiterock Mountain, allowing you to experience a piece of a larger network.

What are the typical trail conditions like in Town of Highlands?

Trails in the Town of Highlands vary from well-maintained paths to more rugged terrain. You can expect lush forest paths, some with numerous stream crossings, and others leading to high ridgelines. Always be prepared for varied conditions, especially after rain, and wear appropriate footwear.

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