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Running Trails
United States
New York
Orange County

Village of Highland Falls

The best running trails around Village of Highland Falls

4.7

(4)

263

runners

37

runs

Jogging routes around Village of Highland Falls offer diverse terrain within the Hudson Highlands, characterized by steep, rocky hills and scenic views of the Hudson River. Runners can explore riverside paths, challenging mountain ascents, and trails winding through dense woodlands of pine, maple, and oak. The area provides access to significant natural features like Bear Mountain and Popolopen Creek, creating a varied landscape for outdoor activity.

Best jogging routes around Village of Highland Falls

  • The most popular jogging route is Fort Putnam loop from United States Military Academy, a 6.1 miles (9.9 km) trail that takes 1 hour 3 minutes to complete, offering historical insights and views near West Point.
  • Another top favourite among local runners is Lusk Reservoir loop from United States Military Academy, a moderate 3.1 miles (5.1 km) path. This route provides a pleasant run around the reservoir with gentle elevation changes.
  • Local runners also love the Bear Mountain Bridge – Hessian Lake loop from United States Military Academy, a 16.2 miles (26.1 km) trail leading through varied terrain including the iconic Bear Mountain Bridge and Hessian Lake, often completed in about 2 hours 47 minutes.
  • Jogging around Village of Highland Falls is defined by its steep hills, majestic Hudson River views, and dense woodlands. The network offers options for easy, moderate, and difficult runs, catering to various fitness levels.
  • The routes in Village of Highland Falls are highly rated by the komoot community with an average score of 5.0 stars from over 2 reviews. More than 400 runners have used komoot to explore Village of Highland Falls'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

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

Hard
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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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Castle Rock Unique Area is a large estate that was owned by the president of the Illinois Central Railroad company as a summer home. Much of the land of the estate has since been donated to the Department of Environmental Conservation. The castle that was built on the property is still private property, so it is not open to the public.

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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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Frequently Asked Questions

How many running routes are available around the Village of Highland Falls?

There are nearly 50 jogging routes around the Village of Highland Falls. These routes offer a diverse range of experiences, from easy riverside paths to more challenging mountain ascents, catering to various fitness levels.

What kind of terrain and difficulty can I expect on the running trails in this area?

The running trails in the Village of Highland Falls area offer diverse terrain. You'll find everything from gentle riverside paths to steep, rocky hills and challenging mountain ascents within the Hudson Highlands. Out of the nearly 50 routes, 5 are considered easy, 18 are moderate, and 25 are difficult, ensuring options for all skill levels.

Are there any easy or beginner-friendly running paths near Highland Falls?

Yes, there are several easy running paths suitable for beginners. For instance, the area offers 5 routes classified as easy. While specific easy routes are not detailed here to avoid redundancy with the guide's introduction, you can find options that provide a pleasant run with gentle elevation changes, such as those around reservoirs or flatter park areas.

What scenic landmarks or viewpoints can I expect to see along the jogging routes?

Many jogging routes offer stunning scenic landmarks and viewpoints. You can enjoy majestic views of the Hudson River, especially from prominent summits like Bear Mountain and Bull Hill (Mount Taurus). The historic Bear Mountain Bridge is also a notable feature along some trails. For a glimpse into the past, the Cornish Estate Ruins (North Gate) offer a unique historical point of interest.

Are there any running routes that are particularly good for families or children?

While many routes in the Hudson Highlands can be challenging, there are options suitable for families. Look for routes classified as 'easy' or 'moderate' with shorter distances and less elevation gain. The Glenclyffe Loop Trail, for example, is an easier 1.6-mile option with varied landscapes, including a bamboo forest and ponds, which can be enjoyable for families.

Can I bring my dog on the running trails around Highland Falls?

Many trails in the Hudson Highlands, including those in Bear Mountain State Park, are dog-friendly, but it's always best to check specific park regulations or individual trail rules before heading out. Generally, dogs are welcome on leash, allowing you and your canine companion to enjoy the diverse natural landscapes together.

Are there any circular running routes in the Village of Highland Falls area?

Yes, many of the running routes in the Village of Highland Falls area are designed as loops, offering a continuous journey without retracing your steps. Examples include the Fort Putnam loop, the Lusk Reservoir loop, and the Garrison Pond loop, providing varied distances and scenery.

What is the best time of year to go running in the Village of Highland Falls?

The Village of Highland Falls offers excellent running opportunities throughout much of the year. Spring and fall are particularly popular due to comfortable temperatures and vibrant foliage. Summer can be warm, but shaded trails provide relief. Winter running is possible, but be prepared for snow and ice, especially on higher elevations and less-maintained paths.

Where can I find parking for the running trails, especially for popular spots like Bear Mountain State Park?

Parking is available at various trailheads and parks. For popular areas like Bear Mountain State Park, designated parking lots are provided. For specific routes, such as the Popolopen Gorge Trail, parking is typically available within the park. It's advisable to arrive early on weekends or during peak seasons, as lots can fill up quickly.

Are there any cafes or places to eat near the running routes in Highland Falls?

Yes, the Village of Highland Falls itself offers various cafes, pubs, and restaurants where you can refuel after your run. These establishments are conveniently located, providing options for a quick coffee, a hearty meal, or a refreshing drink, often within easy reach of many trail access points.

What do other runners enjoy most about jogging in the Village of Highland Falls?

The running experience in the Village of Highland Falls is highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the area's diverse terrain, from challenging ascents with rewarding views to serene riverside paths, and the stunning natural beauty of the Hudson Highlands. The historical significance and proximity to attractions like Bear Mountain State Park also add to the appeal.

Are there any routes that offer views of the Hudson River?

Absolutely! Many routes in the Village of Highland Falls area provide spectacular views of the Hudson River. Trails that ascend prominent summits like Bear Mountain and Bull Hill (Mount Taurus) offer sweeping vistas. Even some riverside paths and the iconic Bear Mountain Bridge section of trails provide excellent opportunities to enjoy the majestic river scenery.

Most popular routes around Village of Highland Falls

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