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Routes
Running Trails
United States
New York
Orange County

Town of Highlands

The best running trails around Town of Highlands

5.0

(2)

310

runners

13

runs

Jogging routes around Town of Highlands benefit from its high elevation, making it one of the highest incorporated towns east of the Mississippi River. The region is characterized by a temperate rainforest environment, fostering lush greenery, diverse plant life, and numerous waterfalls. Joggers can explore an extensive network of trails within the Nantahala National Forest, which envelops the town.

Best jogging routes around Town of Highlands

  • The most popular jogging route is Lusk Reservoir loop from United States Military Academy, a 3.1 miles (5.1 km) trail that takes about 33 minutes to complete, offering a moderate challenge.
  • Another top favourite among local runners is Bear Mountain Bridge – Hessian Lake loop from United States Military Academy, a difficult 16.2 miles (26.1 km) path. This route provides extensive views and varied terrain, ideal for longer running experiences.
  • Local runners also love the Fort Putnam loop from United States Military Academy, a 4.3 miles (6.9 km) trail leading through forested areas, often completed in about 46 minutes.
  • Jogging around Town of Highlands is defined by high-altitude forests, scenic waterfalls, and mountain trails, set within a temperate rainforest climate. The network offers options for different ability levels, from easy paths to more challenging mountain runs.
  • The routes in Town of Highlands are highly rated by the komoot community with an average score of 5.0 stars from more than 2 reviews. More than 400 runners have used komoot to explore Town of Highlands's varied terrain.

Last updated: May 16, 2026

7

runners

#1.

Highland Falls loop from United States Military Academy

8.56km

00:53

60m

60m

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

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Moderate

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

Hard
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

14

runners

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

Moderate

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Tips from the Community

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.

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Jamie S.
February 14, 2024, Fort Putnam

Fort Putnam, named after Revolutionary War General Israel Putnam, is a historic military fortification located in West Point, New York. Constructed between 1778 and 1780 by the Continental Army during the American Revolutionary War, it played a significant role in defending the Hudson River Valley from British forces. Situated atop a strategic hill overlooking the Hudson River, Fort Putnam served as a key stronghold and provided a vantage point for monitoring enemy movements. The fortification features stone walls, earthworks, and cannons, embodying the military architecture of the period. Today, Fort Putnam is part of the United States Military Academy at West Point and is open to visitors, offering insight into America's military history.

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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.

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Scott
January 18, 2024, Fort Putnam

Fort Putnam, a Revolutionary War garrison in West Point, New York, offers spectacular views. The museum eloquently recounts the area's significant role during the Revolutionary War, creating a compelling historical narrative.

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Felix
October 31, 2022, Hessian Lake

Nice small lake in Bear mountain state park. In the summer you can rent a paddle boat and fishing is allowed in season

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Joseph
June 23, 2022, Hessian Lake

Great place to have a picnic or just walk along the banks of the lake.

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This is a beautiful lake, sitting at the feet of Bear Mountain.

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Bear Mountain Bridge crossing. Shoulder on the bridge is surprisingly ok to ride. Watch out: On the west side of the bridge it has a big round about situation. Could be messy.

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Frequently Asked Questions

How many running routes are available in the Town of Highlands?

There are over 15 dedicated running routes around the Town of Highlands, offering a variety of experiences. These range from easy paths to more challenging mountain runs, catering to different fitness levels. In total, the komoot community has explored 16 routes in the area.

What kind of terrain can I expect on jogging trails around Town of Highlands?

Jogging routes in the Town of Highlands feature diverse terrain, largely influenced by its high elevation and temperate rainforest environment. You'll find lush greenery, forest paths within the Nantahala National Forest, and trails leading to or alongside numerous waterfalls. Expect varied surfaces, from well-maintained paths to more rugged mountain trails.

Are there easy or beginner-friendly running routes in the Town of Highlands?

Yes, the Town of Highlands offers several easy running routes suitable for beginners or those looking for a relaxed jog. There are 3 routes classified as easy, providing gentle paths through scenic landscapes. For example, the Highlands Plateau Greenway offers accessible trails like the Sunset Rock Trail or the Highlands Rec Park Trail, perfect for a leisurely run.

Can I find running routes that feature waterfalls in the Town of Highlands?

Absolutely! The Town of Highlands is renowned for its stunning waterfalls, and many running routes offer opportunities to experience them. You can find trails near iconic falls such as Dry Falls, where you can even walk behind the water, or Glen Falls, which features a series of three beautiful cascades. While not directly on a running route in our guide, these natural wonders are easily accessible from many trails.

Are there any circular running routes in the Town of Highlands?

Yes, many of the running routes in the Town of Highlands are designed as loops, offering a convenient way to start and finish your run in the same location. For instance, the Lusk Reservoir loop from United States Military Academy is a popular moderate 3.1-mile circular trail. Another option is the Crystal Lake loop from Highland Falls, a moderate 3.9-mile route.

What are some scenic viewpoints or landmarks I can see while running?

The Town of Highlands offers numerous scenic viewpoints and natural landmarks along its running routes. Whiteside Mountain provides trails with panoramic views of the surrounding forests and cliffs. Sunset Rock is another popular spot with an easy trail leading to a picturesque overlook, ideal for evening views. You can also explore highlights like Viewpoint or South Beacon Mountain and Firetower for expansive vistas.

What do other runners enjoy most about jogging in the Town of Highlands?

The running routes in the Town of Highlands are highly rated by the komoot community, with an average score of 5.0 stars. Runners frequently praise the region's unique high-altitude forests, the refreshing temperate rainforest climate, and the stunning natural beauty, especially the numerous waterfalls. The variety of trails, from easy paths to challenging mountain runs, is also a highlight for many.

Is the Town of Highlands suitable for winter jogging?

Highlands' elevation at 4,118 feet contributes to a cooler climate year-round, making it comfortable for outdoor pursuits even in summer. While winter brings colder temperatures and potential for snow, the unique temperate rainforest environment means conditions can vary. It's advisable to check local weather and trail conditions before heading out for winter jogging, but the cooler air can be invigorating for those prepared.

Are there any long-distance running routes for experienced runners?

Yes, for experienced runners seeking a challenge, the Town of Highlands offers longer and more difficult routes. The Bear Mountain Bridge – Hessian Lake loop from United States Military Academy is a difficult 16.2-mile path with extensive views and varied terrain. Another challenging option is the Long Pond loop from United States Military Academy, spanning 10.3 miles.

Are there any running routes near lakes or reservoirs?

Yes, several running routes in the area offer scenic views of lakes and reservoirs. The Lusk Reservoir loop from United States Military Academy is a popular choice that circles a reservoir. You can also find trails near Hessian Lake, Lake Tiorati, and Beacon Reservoir, providing refreshing waterside running experiences.

What facilities are available for runners in the Town of Highlands?

The Town of Highlands provides excellent facilities for runners. The Highlands Sports Complex offers well-maintained trails within 15.7 acres of natural beauty. Additionally, the Highlands Plateau Greenway maintains an interconnected system of trails, with Oak Street serving as a central hub, making it easy to access various running paths.

Are there running routes suitable for families?

Many of the easier trails in the Town of Highlands are suitable for families looking to jog together. The Highlands Plateau Greenway system, including trails like the Sunset Rock Trail and Highlands Rec Park Trail, offers accessible and generally flat paths. The Highlands Botanical Garden also features pleasant strolling paths through native plant habitats, which can be enjoyed by families.

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