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Dutchess County

The best waterfall hikes and walks in Dutchess County

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.

Best waterfall hiking trails in Dutchess County

  • The most…

Last updated: April 26, 2026

5.0

(2)

7

hikers

#1.

Kent Falls Red and Yellow Loop Trail

1.33km

00:28

80m

70m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Popular around Dutchess County

Waterfall hikes in Taconic State Park – Rudd Pond Area

The Appalachian Trail — America's most iconic long-distance hike

Other adventures in Dutchess County

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

Jamie S.
August 7, 2025, Mount Everett Lookout

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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Caro "Bandit"
February 24, 2022, Sage's Ravine

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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Frequently Asked Questions

How many waterfall hiking trails are available in Dutchess County?

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.

Are there easy waterfall hikes suitable for beginners or families?

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.

What are some of the more challenging waterfall hikes in the area?

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.

What do other hikers say about the waterfall trails in Dutchess County?

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.

Are there any circular waterfall routes in Dutchess County?

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.

What kind of natural features can I expect to see along these trails, besides waterfalls?

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.

Are there any notable landmarks or attractions near the waterfall trails?

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.

What is the typical duration for a moderate waterfall hike in Dutchess 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.

Are there any conservation areas with waterfall trails?

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.

What is the best season to visit Dutchess County for waterfall hikes?

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.

Are there any waterfall trails that are part of larger trail systems?

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.

What should I bring for a waterfall hike in Dutchess County?

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.

Most popular routes in Dutchess County

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Check out more Hikes throughout Dutchess County below and find the perfect route in your destination.

Taconic State Park – Rudd Pond Area

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