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Ulster County

Highland

Attractions and Places To See around Highland - Top 12

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.

Best attractions and places to see around Highland

  • The most popular attractions is Walkway Over the Hudson, a bridge that offers fantastic views to…

Last updated: May 5, 2026

Walkway Over the Hudson

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Fantastic views to both sides. Wide enough for riders and walkers.

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Huguenot Street Historic District

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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 …

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Hudson Valley Rail Trail

Highlight (Segment) • Cycleway

Tail remains car free and allows fast progress. Watch out for hikers at the bridge head - increased foot traffic

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Dutchess Rail Trail

Highlight (Segment) • Cycleway

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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1889 Rail Bed Trail

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It's a dirt trail that branches off the HVRT. It gives you a different perspective than riding on the HVRT.

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Tips from the Community

Ivan
July 10, 2025, Hudson Valley Rail Trail

Beautiful

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Excellent 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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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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Awesome View

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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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Frequently Asked Questions

What are some popular attractions for outdoor activities around Highland?

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.

What historical sites can I visit in the Highland area?

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.

Are there any unique viewpoints to experience the scenery around Highland?

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.

Are there family-friendly attractions around Highland?

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.

Are there wheelchair-accessible attractions in Highland?

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.

What kind of cycling routes are available near these 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.

What do visitors enjoy most about the attractions in Highland?

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.

Are there any trails branching off the main cycle ways?

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.

What facilities are available along the Hudson Valley Rail Trail?

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.

What is the length of the Dutchess Rail Trail?

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.

What are the operating hours for the Walkway Over the Hudson?

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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