3.3
(8)
74
hikers
2
hikes
Hiking around Red Hook, New York, offers a variety of outdoor activities within the Hudson Valley. The region features diverse landscapes including curated parklands, open meadows, and wooded areas. Trails generally include gentle hills and riverside paths, often providing views of the Catskill Mountains. This area is characterized by its accessible trail network, suitable for walking and family-friendly excursions.
Last updated: May 3, 2026
4.5
(4)
42
hikers
3.99km
01:08
90m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3.0
(1)
21
hikers
4.63km
01:36
250m
250m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4.5
(2)
5
hikers
4.25km
01:27
220m
220m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.0
(1)
8
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Red Hook
The end of the Cinnamon Bay Trail is on Centerline Road. VITRAN buses do run along Centerline Road. Consult their schedule and locations for pickup.
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Rumored to have been a headquarters during prohibition for rumrunners, the American Hill Estate served as a guesthouse for travelers in the early 20th century. Beautiful views of Francis and Maho bays!
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The ruins of a sprawling estate that was one of the larger sugar plantations on St. John up until the 20th century.
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A viewing platform offers panoramic views from the north to the south of the island.
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A great view half way up the trail looking over Cinnamon Bay.
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Beautiful beach with amazing swimming and wading in shallow water.
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Red Hook, located in the Hudson Valley, offers diverse landscapes for hiking, including curated parklands, open meadows, and wooded areas. Trails generally feature gentle hills and riverside paths, often providing scenic views of the Catskill Mountains. The area is known for its accessible and family-friendly trail network.
Yes, the Tivoli Bays Wildlife Management Area features a cool waterfall along its trails. The water levels can vary with rainfall, adding to the natural charm of the area. You can explore this area via the North Bay, Overlook, & Tivoli Meadow Trail.
Yes, Red Hook offers several loop trails. The Tivoli Bays Wildlife Management Area has an easy 2.9-mile loop, the North Bay, Overlook, & Tivoli Meadow Trail, which explores wetlands and meadows. Another option is the Poets Park loop, an easy 2.1-mile trail within Poets' Walk Park, offering landscaped grounds and open fields.
Many trails in Red Hook are well-suited for families due to their generally easy difficulty. Poets' Walk Park, with its open fields and gentle paths, is a great choice. The Red Hook Greenway and Trails Committee actively works to maintain trails that are accessible and enjoyable for all ages.
While specific regulations can vary by park or trail, many natural areas in Red Hook are dog-friendly. It's always best to check individual trail rules, but generally, dogs on a leash are welcome on the public trails. Please remember to clean up after your pet.
Hiking in Red Hook offers views of the Hudson River and the Catskill Mountains. You can also explore unique natural features like the diverse wetlands and meadows of Tivoli Bays Wildlife Management Area. For historical interest, consider visiting the Cinnamon Bay Factory Ruins, which can be part of a hike.
Yes, many trails in and around Red Hook provide scenic views of the Hudson River. The Tivoli Bays Wildlife Management Area, for instance, offers excellent river vistas, particularly along the North Bay, Overlook, & Tivoli Meadow Trail.
The Hudson Valley region, including Red Hook, is beautiful for hiking in spring, summer, and fall. Spring brings blooming wildflowers, summer offers lush greenery, and fall is spectacular with vibrant foliage. Winter hiking is also possible, though some trails may require appropriate gear for snow or ice.
Parking availability varies by trailhead. Many parks and preserves in Red Hook offer designated parking areas. It's advisable to check specific park websites or trail descriptions for detailed parking information before your visit. The Red Hook Greenway and Trails Committee may also provide resources on local access points.
The hiking routes in Red Hook are highly rated by the komoot community, with an average score of 3.25 stars from over 8 reviews. Hikers often praise the region's diverse landscapes, the accessibility of its trails, and the scenic views of the Hudson River and Catskill Mountains.
Yes, the Saw Kill Trails in Red Hook are located on 335 acres dedicated to protecting the water supply of Saw Kill, which is a drinking water source for Bard College. This area is part of a public-private partnership focused on water quality protection.
The Red Hook Greenway and Trails Committee actively works on developing and maintaining the natural trails in the area. You can find more information about their initiatives and local trail projects on the official Red Hook town website: redhookny.gov.

