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Running Trails
United States
New York
Ulster County

Highland

The best running trails around Highland

5.0

(15)

293

runners

31

runs

Jogging around Highland offers a variety of routes that traverse riverfronts, bridges, and parklands. The region features trails that follow former rail lines and paths that cross significant waterways, providing diverse running experiences. With options ranging from flat, accessible routes to more challenging trails with moderate elevation changes, runners can explore the area's natural and man-made features.

Best jogging routes around Highland

  • The most popular jogging route is Hudson Valley Rail Trail and Walkway Over the Hudson, an 8.7…

Last updated: August 3, 2026

6

runners

#1.

Mid-Hudson Bridge & Walkway Over the Hudson loop

5.92km

00:38

80m

80m

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

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Moderate

1

runners

14.1km

01:50

280m

280m

Hard run. Good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

Hard
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5.0

(1)

1

runners

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

Moderate

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

Moderate

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

Moderate
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Tips from the Community

Ivan
June 22, 2025, Walkway Over the Hudson

Excellent views

Translated by Google

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Pedestrian and bicycle bridge over the Hudson. Very long bridge with great views.

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Alex
September 13, 2024, Walkway Over the Hudson

The Walkway Over the Hudson, also known as the Poughkeepsie Bridge, is a steel cantilever bridge spanning the Hudson River between Poughkeepsie and Highland. Originally it was built as a railroad bridge in 1889, then closed in 1974 due to fire damage and later reopened as a pedestrian walkway in 2009. It connects the Hudson Valley Rail Trail with the Dutchess Rail Trail and is part of the Empire State Trail. Stretching 6,768 feet, it was the world’s longest pedestrian footbridge until 2016. The bridge is free to access and welcomes cyclists as well as foot traffic.

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mtm05005
February 25, 2024, Dutchess Rail Trail

The Dutchess Rail Trail is a 13 mile traffic free path. It is built on an abandoned railway line. The trail runs from Hopewell Junction to the Walkway Over the Hudson in the City of Poughkeepsie

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Matthew
January 15, 2024, Berean Park Beach

Berean Park serves as the trailhead for the trails on and around Illinois Mountain. There are a couple small reservoirs with a public beach area here, but you can expect to see fewer and fewer people the further you get from the trailhead.

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At 1,125 feet, Illinois Mountain is a popular spot for mountain bikers, hikers, and trail runners. The final part of the ascent is on the unpaved Reservoir Road. Both the trails and dirt road are great for running.

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At 251 acres, Franny Reese State Park offers scenic views of the Hudson River and the Hudson River bridges from its rocky bluffs. A lot of the trails within the preserve are rooty, rocky, and locked in the trees, but the views from the high points make all the work worthwhile.

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At 251 acres, Franny Reese State Park offers scenic views of the Hudson River and the Hudson River bridges from its rocky bluffs. A lot of the trails within the preserve are rooty, rocky, and locked in the trees, but the views from the high points make all the work worthwhile.

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Frequently Asked Questions

How many running routes are available in Highland?

There are over 15 dedicated running routes around Highland, offering a variety of experiences for different skill levels. The komoot community has explored these trails extensively, with more than 180 runners using komoot to discover the area.

What types of terrain can I expect on jogging trails in Highland?

Jogging in Highland features diverse terrain, including riverfront paths, former rail lines, and park trails. You'll find routes that traverse significant waterways, offering both flat, accessible sections and more challenging paths with moderate elevation changes.

Are there any easy running routes for beginners in Highland?

Yes, Highland offers routes suitable for beginners. While many are moderate, there are easy options available. For example, the Mid-Hudson Bridge & Walkway Over the Hudson loop is a moderate 3.7-mile path that provides scenic views without extreme difficulty.

What are some popular landmarks or points of interest I can see while running in Highland?

Many running routes in Highland offer scenic views and pass by notable landmarks. You can run across the iconic Walkway Over the Hudson, explore the Hudson Valley Rail Trail, or discover the Dutchess Rail Trail. The Slabsides, Waterfall, & Peninsula Trail loop also offers natural beauty including a waterfall.

Are there any running routes that feature bridges or river views?

Absolutely! Highland is known for its impressive bridge crossings and riverfront paths. The Hudson Valley Rail Trail and Walkway Over the Hudson combines a rail trail with a scenic bridge crossing. Another excellent option is the Franny Reese Park and Mid-Hudson Bridge Loop, which offers views from two prominent bridges over the Hudson River.

What do other runners say about the trails in Highland?

The running routes in Highland are highly regarded by the komoot community, boasting an impressive average rating of 5.0 stars from over 10 reviews. Runners frequently praise the diverse scenery, well-maintained paths, and the unique experience of crossing the Hudson River on foot.

Are there any challenging running trails for experienced runners in Highland?

Yes, for those seeking a greater challenge, Highland offers more difficult routes. The Blue Trail is an 8.7-mile route with significant elevation gain, often completed in about 1 hour 50 minutes, making it a good option for experienced runners.

Can I find circular running routes in Highland?

Yes, there are several circular running routes available. The Mid-Hudson Bridge & Walkway Over the Hudson loop is a popular circular path offering views from two prominent bridges. Another loop option is the Slabsides, Waterfall, & Peninsula Trail loop.

Are there any running routes that follow former rail lines?

Yes, Highland features excellent running routes that utilize former rail lines. The Hudson Valley Rail Trail and Walkway Over the Hudson is a prime example, combining a rail trail with a scenic bridge crossing for a unique running experience.

What is the longest running route available in Highland?

Among the top routes, the Hudson Valley Rail Trail and Walkway Over the Hudson is one of the longer options, spanning 8.7 miles (14.0 km) and typically taking around 1 hour 28 minutes to complete. The Blue Trail is also 8.7 miles (14.1 km) but with more elevation.

Are there any running routes that pass by waterfalls?

Yes, if you're looking for a route with natural water features, the Slabsides, Waterfall, & Peninsula Trail loop is an excellent choice. This 3.9-mile (6.2 km) route includes a scenic waterfall along its path.

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