5.0
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Hiking trails around Brewster Hill, New York, are characterized by diverse wooded landscapes and rolling hills. The region features a mix of natural beauty, including scenic forests and areas near rivers and reservoirs. This varied terrain provides opportunities for different types of outdoor exploration.
Last updated: June 30, 2026
1
hikers
1.76km
00:28
20m
20m
Step into the tranquil embrace of Farringtons Woods Trail, an easy 1.1-mile (1.8 km) hike that winds through a lush green forest near the New York-Connecticut border. This short route,ā¦
5.83km
01:40
160m
90m
The Highlands Trail offers a delightful journey through dense forests, providing a refreshing escape into nature. You'll encounter varied terrain, including some rocky sections and gentle uphill climbs, making theā¦

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1.90km
00:31
30m
30m
The Boggs Pond Red Trail Loop offers a truly pleasant and accessible hiking experience, perfect for when you need a quick dose of nature. As you walk, the path hugsā¦
2.56km
00:39
0m
10m
Embark on an easy hike along the Diverting Reservoir Trail, a peaceful route that follows an old roadway and abandoned railroad bed. You will find yourself walking under a canopyā¦
53.4km
13:57
360m
410m
Hike the difficult 33.2-mile North County and Putnam Trailway, featuring paved paths, reservoir views, and historical rail line scenery.
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Popular around Brewster Hill
As you cross over an old rail trestle bridge, you are treated to great views of the New Croton Reservoir. The bridge is not open for car traffic, so you can stop on the path for a quick break to take in the views.
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Interesting tunnel under Kitchawan Road. The tunnel was constructed when this trail was still a railroad, but it has been adapted for hikers and cyclists. It is a fairly short tunnel, so you are able to walk through it without a light.
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Great views of Croton reservoir and the red bridge itself is worth a stop. That said watch out for stopped cyclist and pedestrians if you're biking through.
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Here you have a great view of the Middle Branch Reservoir.
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As usual when passing this spot, great view. Almost with any type of weather.
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There are 9 hiking trails around Brewster Hill, offering a variety of experiences. Most of these, 7 to be exact, are considered easy, making the area very accessible for casual walkers and families.
Yes, Brewster Hill offers several easy trails perfect for beginners or families. The Farringtons Woods Trail is a short, pleasant option, and the Boggs Pond Red Trail Loop provides a gentle walk around a scenic pond. Both are relatively flat and offer a relaxing outdoor experience.
The region is known for its diverse scenery, including scenic wooded landscapes, wetlands, and expansive vistas. For panoramic views, consider trails that lead to Mount Nimham or the Ninham Mountain Fire Tower, where you can see the surrounding hills and even the Catskill Mountains on a clear day. The Diverting Reservoir Trail also offers pleasant water views.
While many trails are easy, there are options for those seeking a more strenuous adventure. The North County and Putnam Trailway, though long, offers a significant distance challenge. For more intense elevation, consider exploring routes that ascend Mount Nimham, known for its steep sections.
Yes, circular routes are available for those who prefer to end their hike where they started. The Boggs Pond Red Trail Loop is a good example of a shorter circular trail, perfect for a quick outing.
Brewster Hill offers enjoyable hiking throughout the year. Spring brings fresh greenery and blooming wildflowers, while summer is ideal for long days on the trail. Autumn is particularly stunning, with vibrant fall foliage transforming the woodlands into a tapestry of colors. Even winter hiking can be rewarding, offering serene, snow-covered landscapes.
Yes, the area features several points of interest. You can explore the Maybrook Trailway, a multi-use path, or visit the scenic Titicus Reservoir North Side. For historical interest and expansive views, the Ninham Mountain Fire Tower is a significant attraction.
The trails around Brewster Hill are highly regarded by the komoot community, with an average rating of 5.0 stars. Hikers often praise the quiet wooded landscapes, the well-maintained paths, and the diverse natural beauty, from serene ponds to panoramic viewpoints.
For those looking for a longer adventure, the North County and Putnam Trailway offers a substantial distance, stretching over 50 kilometers. This trail provides an excellent opportunity for an extended hike or even a multi-day trek.
Yes, the region includes trails that feature water elements. The Diverting Reservoir Trail offers pleasant views of the reservoir. Additionally, the broader region is known for trails that wind past vernal pools and follow rivers, providing a refreshing natural experience.
Hikes around Brewster Hill vary in duration depending on the trail and your pace. Shorter, easy trails like the Farringtons Woods Trail can be completed in under an hour, while moderate options like the Highlands Trail might take a couple of hours. Longer trails, such as the North County and Putnam Trailway, can be multi-hour or even multi-day excursions.


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