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Routes
Hiking trails & Routes
United States
New York
Putnam County

Highlands Trail

Easy

2.9

(6)

99

hikers

Highlands Trail

01:40

5.83km

160m

Hiking

The Highlands Trail offers an easy hiking experience, guiding you through diverse landscapes that include dense forests, rolling hills, and rocky outcrops. As you hike this 3.6-mile (5.8 km) route, you will gain 534 feet (163 metres) in elevation, with scenic views of the Hudson River appearing through the trees.…

Last updated: April 23, 2026

Waypoints

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Parking

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B

5.83 km

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Way Types & Surfaces

Way Types

5.81 km

< 100 m

Surfaces

5.80 km

< 100 m

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Elevation

Elevation

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Weather

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Today

Saturday 9 May

15°C

7°C

88 %

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Max wind speed: 9.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Highlands Trail?

The Highlands Trail offers numerous access points throughout its extensive route, allowing for various parking options depending on the section you plan to hike. Many state parks and natural areas that the trail traverses provide designated parking lots. It's advisable to research specific trailheads for the section you intend to visit to find the most convenient parking.

Is the Highlands Trail dog-friendly?

While the Highlands Trail itself is generally dog-friendly, specific regulations may vary depending on the state parks, natural areas, or municipalities it passes through. Always check the rules for the particular section you plan to hike. Typically, dogs are welcome but must be kept on a leash.

What is the best time of year to hike the Highlands Trail?

The Highlands Trail offers unique experiences throughout the year. Spring brings lush greenery and blooming rhododendrons, while summer is ideal for enjoying waterfalls and dense forests. However, many hikers consider autumn the best time due to the dramatic fall foliage with brilliant reds, oranges, and yellows. Winter hiking is also possible, but requires appropriate gear and caution due to potential snow and ice.

Are there any permits or entrance fees required for the Highlands Trail?

Generally, there are no specific permits required to hike the Highlands Trail itself. However, since the trail passes through numerous state parks and natural areas, some of these locations may have entrance fees, especially during peak seasons or for parking. It's best to check with the specific park or land management agency for the section you plan to visit.

What is the terrain like on the Highlands Trail?

The terrain on the Highlands Trail is highly varied and can be quite challenging. You'll encounter dense forests, rolling hills, rocky outcrops, and even abandoned railroad beds and open fields. Hikers should be prepared for sneaky elevation gains and losses, with some sections involving significant uphill scrambling and steep climbs. Parts of the trail may also be wet and muddy, so appropriate footwear is essential.

How challenging is the Highlands Trail?

The overall Highlands Trail is rated as moderate to hard, or moderate to challenging. While some shorter sections may be more accessible and suitable for beginners, the full length is not recommended for inexperienced hikers and would require serious preparation for a thru-hike. Expect varied terrain with significant elevation changes.

What kind of scenic views can I expect along the trail?

The Highlands Trail offers a wide array of scenic views. You can expect breathtaking vistas of the Hudson River, and on clear days, even the New York City skyline. The trail also leads past cooling waterfalls, through diverse forests featuring hardwoods, hemlocks, and rhododendrons, and provides stunning fall foliage displays.

What wildlife and natural features might I encounter?

Wildlife is abundant along the Highlands Trail. Hikers have possibilities of spotting deer, black bears, bobcats, river otters, and various bird species. The trail also winds through diverse natural habitats, including dense forests, wetlands, and rocky areas, showcasing the ecological importance of the region.

Are there any historical points of interest along the route?

Yes, the Highlands Trail region is rich in history. You can find landmarks from the Revolutionary War, such as Fort Montgomery and West Point Military Academy, as well as remnants of historical iron mines and forges, reflecting the area's industrial past.

Does the Highlands Trail intersect with other paths?

Yes, the Highlands Trail is a significant long-distance route that intersects with and sometimes co-aligns with other trails. For example, the route also passes through sections of the Yellow Trail, Blue Trail, North Spillway Trail, and South Spillway Trail.

How is the Highlands Trail marked?

The Highlands Trail is clearly marked with distinctive dark blue diamonds. These blazes help hikers navigate the route, especially where it might intersect with other trails or pass through varied terrain.

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