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Hikes
United States
New York
Ulster County

Highland

The best walks and hikes around Highland

4.8

(25)

299

hikers

12

hikes

Hiking around Highland, New York, offers a variety of trails primarily situated along the Hudson River and within local state parks. The region is characterized by its riverine landscapes, including prominent bridges and rail trails, alongside forested hills and parklands. Trails often feature views of the Hudson Valley and access to natural areas like Franny Reese State Park. The terrain includes both flat, accessible paths and more undulating routes through wooded areas.

Best hiking trails around Highland

  • The most popular…

Last updated: April 24, 2026

#1.

Hudson Valley Rail Trail to Walkway Over the Hudson

10.4km

02:46

90m

130m

Hike the Hudson Valley Rail Trail to the iconic Walkway Over the Hudson for panoramic river views on this 6.5-mile, moderate route.

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Moderate

4.5

(2)

21

hikers

Hike the 3.9-mile Mid-Hudson Bridge & Walkway Over the Hudson loop, an easy route with 329 feet of elevation gain and panoramic river views.

Easy
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5.0

(1)

9

hikers

Hike the easy 3.5-mile White, Yellow, and Blue Trail Loop in Franny Reese State Park, featuring scenic viewpoints of the Hudson River.

Easy

Hike the moderate 9.4-mile Illinois Mountain Red, White, Blue, and Yellow Trails Loop in New York, featuring reservoir views and communicati

Moderate

4.5

(2)

19

hikers

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

Easy
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Popular around Highland

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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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Elevator goes to the waterfront

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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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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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The Hudson Valley Rail Trail offers access to the Walkway Over the Hudson, which is pretty much just a pedestrian-only bridge open to runners, walkers, and cyclists. You get pretty great views of the river from the crossing, and there are nice facilities at the trailheads on both sides of the bridge.

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Frequently Asked Questions

What types of hiking trails can I expect to find around Highland, New York?

Hiking around Highland, New York, is characterized by diverse landscapes. You'll find trails along the Hudson River offering scenic views, routes through forested hills, and accessible paths on former rail lines. Many trails feature prominent bridges like the Walkway Over the Hudson and explore natural areas such as Franny Reese State Park.

Are there easy hiking options suitable for beginners or families in Highland, NY?

Yes, Highland, NY offers several easy trails perfect for beginners and families. For instance, the Mid-Hudson Bridge & Walkway Over the Hudson loop is an easy 3.9-mile route with great river views. Another excellent choice is the Blue Trail & White Trail loop in Franny Reese State Park, an easy 3.5-mile path winding through woodlands. Overall, there are 13 easy routes available.

Are there any circular hiking routes in the Highland area?

Yes, many of the popular trails around Highland, NY are circular. The Mid-Hudson Bridge & Walkway Over the Hudson loop and the Blue Trail & White Trail loop in Franny Reese State Park are both excellent circular options. For a longer, more challenging loop, consider the Illinois Mountain loop via Red, White, & Blue Trails.

What are some notable landmarks or attractions I can see while hiking in Highland, NY?

The Highland area is rich with interesting sights. A prominent feature is the Walkway Over the Hudson, offering spectacular views of the river. You can also explore the Hudson Valley Rail Trail, which provides a unique perspective on the region's history and landscape. For a glimpse into the past, the Huguenot Street Historic District is a nearby historical site.

What do other hikers say about the trails in Highland, NY?

The hiking routes in Highland, NY are highly regarded by the komoot community, boasting an average rating of 4.7 stars from over 30 reviews. Hikers often praise the scenic river views, the well-maintained paths, and the variety of options available, from easy strolls to more moderate climbs through forested areas.

Are there dog-friendly hiking trails in Highland, NY?

While specific regulations can vary by park or trail, many natural areas in Highland, NY, including parts of Franny Reese State Park and the rail trails, are generally dog-friendly, often requiring dogs to be on a leash. It's always best to check the specific rules for each trail or park before heading out with your canine companion.

Are there any trails that follow old rail lines in Highland, NY?

Yes, the Highland area is known for its rail trails. The Hudson Valley Rail Trail: Lloyd to Highland is a great example, offering a moderate 6.6-mile route along a former railway. These trails provide relatively flat and accessible paths, often with historical markers and scenic views.

How many hiking trails are available in Highland, NY?

There are over 20 hiking trails available around Highland, New York, catering to various skill levels. This includes 13 easy routes and 8 moderate routes, ensuring there's something for everyone to explore.

What is the typical duration for hikes in Highland, NY?

Hike durations in Highland, NY vary widely depending on the trail. Easy loops like the Mid-Hudson Bridge & Walkway Over the Hudson loop can take around 1 hour 45 minutes, while more moderate trails such as the Illinois Mountain loop might require about 4 hours 30 minutes to complete.

Are there any trails with significant elevation gain for a more challenging hike?

While most trails in Highland, NY are easy to moderate, some offer more significant elevation changes. The Illinois Mountain loop via Red, White, & Blue Trails, for example, involves over 980 feet (300 meters) of elevation gain, providing a good workout through forested hills.

Can I access hiking trails in Highland, NY using public transport?

Highland, NY has some public transport options, but direct access to all trailheads might be limited. The Walkway Over the Hudson, for instance, is accessible from both the Highland and Poughkeepsie sides, with public transport options available in Poughkeepsie. For other trails, checking local bus schedules or ride-sharing services for proximity to trailheads is recommended.

What kind of natural scenery will I encounter in Franny Reese State Park?

Franny Reese State Park offers a natural escape with its woodlands and trails. The Blue Trail & White Trail loop within the park takes you through these forested areas, providing a peaceful environment and glimpses of the Hudson River.

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