The Top 12 Attractions around Highland
There are plenty of places to see and visit around Highland. Whether you love hiking or cycling, Highland is a region where 12
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 11, 2025
Walkway Over the Hudson
Highlight • Bridge
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 …
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Huguenot Street Historic District
Highlight • Historical Site
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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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
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
Highlight • Trail
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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Historic Huguenot Street
Highlight • Historical Site
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 from Highland to the river
Highlight (Segment) • Cycleway
This section of the Hudson Valley Rail Trail is from the western boundary of Highland to where the Walkway path is at the Hudson River. This section of the trail …
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John Burroughs Slabsides
Highlight • Historical Site
The grounds look to be open year-round but the cabin is only open 2 days out of the year. It was built in 1895.
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Peninsula Trail
Highlight (Segment) • Trail
The Peninsula Trail juts out into the pond at John Burroughs Nature Sanctuary. This is a really popular and scenic out and back trail that offers a great chance to see wetland plants and animals.
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Pond at Slabsides
Highlight (Segment) • Lake
The Peninsula Trail is a short trail to a very scenic spot. You stand above the water looking over the small drop/cliff.
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View of the Mid-Hudson Bridge from Johnson Iorio Memorial Park
Highlight • Viewpoint
Johnson Iorio Memorial Park plays host to a couple picnic tables, a Vietnam War memorial, and awesome views out over the Hudson River. There is easy access to the Mid-Hudson Bridge from here.
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Johnson Iorio Memorial Park and View of the Mid-Hudson Bridge
Highlight • Viewpoint
Johnson Iorio Memorial Park plays host to a couple picnic tables, a Vietnam War memorial, and awesome views out over the Hudson River. There is easy access to the Mid-Hudson Bridge from here.
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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
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