4.7
(266)
3,609
hikers
10
hikes
Waterfall hiking trails in Dutchess County offer diverse landscapes within New York's Hudson Valley. The region is characterized by rolling hills, dense forests, and the majestic Hudson River, providing varied terrain for outdoor exploration. Hikers can find paths ranging from riverside walks to trails with significant elevation changes, often leading to scenic viewpoints and natural features like waterfalls. The county's topography includes elements of the Taconic Mountains and numerous preserved woodlands.
Last updated: April 26, 2026
5.0
(2)
7
hikers
1.33km
00:28
80m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1
hikers
21.4km
06:47
870m
880m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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8.59km
02:43
330m
330m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
4
hikers
11.6km
03:35
300m
630m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
5.0
(1)
24
hikers
11.8km
04:15
690m
690m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Popular around Dutchess County
Mount Everett (2,602 ft) is one of Massachusetts’ highest peaks. While the Appalachian Trail crosses the summit, you can also reach it via several day-hike options. The shortest route starts from a seasonal dirt road near Guilder Pond, with a steep 0.5-mile trail to the top. For a longer, more scenic approach, the Race Brook Falls Trail climbs past waterfalls and joins the AT south of the summit. Other lesser-used access points include the Elbow Trail and Guilder Pond Trail, which allow for short loops. The rocky, open summit offers panoramic views of the Taconics and Berkshires—especially stunning at sunset or in fall.
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Race Brook Falls is a popular series of waterfalls cascading south from a common rocky outcrop between Mount Everett and Mount Race. In doing so, they losing approximately 600 feet of elevation in 1200 feet of brook.
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Sage's Ravine is a popular hiking destination and close to the border between Massachusetts and Connecticut. The long-distance Appalachian Trail runs alongside and there is also a campsite.
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From an altitude of 2,320 feet, Bear Mountain opens up a magnificent panorama over Mount Washington State Park. The summit is on the Appalachian Trail and is located just before the border between Connecticut and Massachusetts.
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Dutchess County offers a selection of 9 dedicated waterfall hiking trails, catering to various skill levels. These routes provide opportunities to explore the region's diverse landscapes and natural features.
Yes, there is at least one easy waterfall hike in Dutchess County. The Kent Falls Red and Yellow Loop Trail is an excellent option, being only 0.8 miles (1.3 km) long and typically taking less than half an hour to complete. It features the scenic Kent Falls, making it ideal for a leisurely stroll.
For experienced hikers seeking a challenge, Dutchess County offers several difficult waterfall trails. One notable option is the Bear Mountain and Mount Race via Undermountain and Appalachian Trail, a demanding 13.3-mile (21.4 km) path with significant elevation gain, traversing sections of the iconic Appalachian Trail.
The waterfall hiking trails in Dutchess County are highly regarded by the komoot community, boasting an average rating of 4.6 stars from over 150 reviews. Hikers often praise the varied terrain, from rolling hills to dense forests, and the rewarding natural features like the waterfalls themselves.
Yes, for those who prefer loop trails, the Kent Falls Red and Yellow Loop Trail is a great example of a circular route that allows you to experience the beauty of Kent Falls without retracing your steps.
Beyond the waterfalls, trails in Dutchess County often lead through diverse natural settings. You might encounter serene lakes like Whaley Lake or Beacon Reservoir, explore ancient woodlands such as Ferncliff Forest, or observe wetlands along paths like the Maybrook Trailway. The region's topography includes rolling hills and sections of the Taconic Mountains.
Yes, Dutchess County offers several interesting landmarks and attractions. Close to some hiking areas, you can find historical sites like the Ruins of the Mount Beacon Incline Railway Powerhouse. The iconic Walkway Over the Hudson, the world's longest elevated pedestrian bridge, also provides panoramic views and is accessible from various points in the county.
Moderate waterfall hikes in Dutchess County can vary in length and duration. For example, the Michael Ciaiola Conservation Area Trail, which is 5.3 miles (8.6 km), typically takes around 2 hours and 43 minutes to complete. Other moderate routes, like the Nordwest Road and Racebrook Trail, can take closer to 3.5 to 4 hours.
Yes, the Michael Ciaiola Conservation Area Trail is a prime example of a route that takes you through a protected area with varied terrain, offering a chance to experience nature and potentially discover waterfalls within its bounds.
While waterfalls are beautiful year-round, spring offers the most dramatic views due to snowmelt and increased rainfall, resulting in fuller cascades. Autumn provides stunning foliage as a backdrop, and summer is pleasant for hiking. Even in winter, frozen waterfalls can offer a unique, serene experience, though trail conditions may be more challenging.
Yes, some waterfall trails in Dutchess County are integrated into larger trail networks. For instance, the Bear Mountain and Mount Race via Undermountain and Appalachian Trail includes sections of the iconic Appalachian Trail, offering a chance to experience a small part of this renowned long-distance path while enjoying waterfall views.
For a comfortable and safe waterfall hike, it's advisable to bring sturdy hiking boots, water, snacks, and appropriate clothing layers for changing weather conditions. Depending on the season, insect repellent might be useful, and a camera is always a good idea to capture the scenic beauty. Always check local weather forecasts before heading out.


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