Best attractions and places to see around Highland include a mix of historical sites, scenic trails, and unique viewpoints. This region offers opportunities for outdoor activities and cultural exploration. Visitors can discover a variety of landscapes, from river views to forested paths. Highland is a region where 12 hidden gems are waiting to be explored.
Last updated: May 5, 2026
Highlight • Bridge
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Highlight (Segment) • Cycleway
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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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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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In this National Historic Landmark District, there are 7 historic stone-house museums, a reconstructed church from 1717, an old burying ground and a replica Esopus Munsee wigwam. This is a great outdoor museum to explore. Keep an eye out for the blue and yellow signs, which provide information on the different buildings.
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In this National Historic Landmark District, there are 7 historic stone-house museums, a reconstructed church from 1717, an old burying ground and a replica Esopus Munsee wigwam. This is a great outdoor museum to explore. Keep an eye out for the blue and yellow signs, which provide information on the different buildings.
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The Huguenot Street Historic District is an outdoor musuem displaying the 300 year history of the area.
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The Highland area is well-known for its cycle ways and trails. The Hudson Valley Rail Trail is a car-free path through the woods, and the Dutchess Rail Trail offers 13 miles of traffic-free cycling on an abandoned railway line. Both are highly appreciated by visitors for their excellent condition.
The Huguenot Street Historic District is a National Historic Landmark District featuring seven historic stone-house museums, a reconstructed church from 1717, an old burying ground, and a replica Esopus Munsee wigwam. It offers a fascinating outdoor museum experience exploring 300 years of local history.
Yes, the Walkway Over the Hudson is a bridge that offers fantastic panoramic views of the Hudson River and its surroundings. It's wide enough for both riders and walkers, providing a unique perspective of the area.
Absolutely. The Huguenot Street Historic District is considered family-friendly, offering an engaging outdoor museum experience. Additionally, the Dutchess Rail Trail is a traffic-free path suitable for family cycling and walks.
Yes, both the Walkway Over the Hudson and the Hudson Valley Rail Trail are noted for being wheelchair accessible, allowing a wider range of visitors to enjoy these popular attractions.
The Highland area is excellent for cycling. You can find a variety of routes, including MTB trails, road cycling routes, and touring cycling options. For example, there are routes like the Wallkill Valley Rail Trail for MTB, and the Walkway Over the Hudson – Dutchess Rail Trail loop for road cycling. You can explore more options on the MTB Trails around Highland, Road Cycling Routes around Highland, and Cycling around Highland guide pages.
Visitors particularly enjoy the scenic views from the Walkway Over the Hudson, noting its spaciousness for both cyclists and pedestrians. The car-free nature and excellent condition of the Hudson Valley Rail Trail are also frequently praised, as is the immersive historical experience at the Huguenot Street Historic District.
Yes, for those looking for a different experience, the 1889 Rail Bed Trail is a dirt trail that branches off the Hudson Valley Rail Trail, offering an alternative perspective and a slightly different terrain.
The Hudson Valley Rail Trail is well-equipped, featuring a Rotary Club Pavilion that includes a caboose, bathrooms, water, and shelter from the rain, making it convenient for longer rides or walks.
The Dutchess Rail Trail is a 13-mile traffic-free path. It was built on an abandoned railway line and connects from Hopewell Junction to the Walkway Over the Hudson in Poughkeepsie.
The Walkway Over the Hudson typically opens after sunrise and closes before sunset. It's advisable to check local listings for precise seasonal timings.


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