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Sullivan County

The best waterfall hikes and walks in Sullivan County

4.6

(117)

581

hikers

3

hikes

Waterfall hiking trails in Sullivan County are set within the Catskill foothills, offering diverse landscapes for outdoor enthusiasts. The region is characterized by forested hills, river valleys, and significant wetlands, providing varied terrain for exploration. Hikers can discover numerous waterfalls throughout the county, often nestled within gorges or along scenic forest paths. These natural features contribute to a landscape rich in both challenging climbs and tranquil walks.

Best waterfall hiking trails in Sullivan County

  • The most popular waterfall hiking route…

Last updated: October 26, 2026

5.0

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#1.

Smith Pond Loop Trail

9.21km

02:50

330m

340m

Hike the moderate Smith Pond Loop Trail, a 5.7-mile route through Smith Pond Shaker Forest with historical remnants and waterfalls.
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Moderate

21

hikers

8.10km

03:25

710m

710m

Hike the challenging Windsor Trail up Mount Ascutney, featuring Gerry's Falls and panoramic views from the summit observation tower.
Moderate
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Moderate hike. Good fitness required. Easily walkable paths.

Moderate

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Popular around Sullivan County

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Hiking Collection by

Jamie S.

Tips from the Community

Grace Mulligan
December 19, 2023, Brownsville Trail

Brownsville Trail is one of a handful of trails that leads you to Mount Ascutney. There are two great lookouts on the way up that provide views over Windsor, as well as a number of small waterfalls and remnants of old quarrying equipment that opens a window into the area's rich working past.

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From Brownsville Rock, you are afforded superb views north towards the Green Mountains. The viewpoint features a protruding rock which makes a great place to sit and enjoy some lunch.

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Grace Mulligan
December 4, 2023, Gerry's Falls

Gerry's Falls is one of five seasonal waterfalls dotted around the slopes of Mount Ascutney. The water flows down exposed bedrock and boulders between ferns, and then cascades into a waterslide.

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Trails from all directions lead to the summit of Mount Ascutney. There's a lookout tower that takes you above the trees for great views.

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Frequently Asked Questions

How many waterfall hiking trails are available in Sullivan County?

Currently, there are 3 dedicated waterfall hiking trails listed in Sullivan County. These routes offer diverse experiences, from forest paths to more challenging climbs, all leading to or passing by scenic waterfalls.

What is the best time of year to see waterfalls at their fullest in Sullivan County?

The waterfalls in Sullivan County are typically most impressive during spring, after snowmelt and heavy rains, and also after significant rainfall events in summer or fall. During these times, the water flow is at its peak, enhancing the scenic beauty of cascades like those found near the Gerry's Falls – Brownsville Rock loop.

Are there any family-friendly waterfall hikes in Sullivan County?

While all listed waterfall hikes are rated moderate, families with some hiking experience can enjoy the Smith Pond Loop Trail. It offers a varied landscape including forest paths and views of Smith Pond, with waterfalls as a highlight along the way. Always check the route details for elevation gain and distance to ensure it suits your family's capabilities.

Can I bring my dog on waterfall hikes in Sullivan County?

Many trails in Sullivan County, including those leading to waterfalls, are dog-friendly. It's always best to keep your dog on a leash and ensure they are well-behaved around other hikers and wildlife. For specific trail regulations, especially within state parks or protected areas, it's advisable to check local signage or official park websites before you go.

Are there any circular waterfall routes in Sullivan County?

Yes, both the Smith Pond Loop Trail and the Gerry's Falls – Brownsville Rock loop from Windsor Trail are circular routes. These loops allow you to experience diverse scenery without retracing your steps, offering continuous new views and perspectives of the natural beauty, including the waterfalls.

What kind of terrain can I expect on waterfall hikes in Sullivan County?

The terrain on waterfall hikes in Sullivan County varies but generally includes forested paths, some rocky sections, and ascents/descents typical of the Catskill foothills. Trails like the Windsor Trail can involve significant elevation changes, leading to rewarding views and access to waterfall areas. Sturdy hiking boots are recommended.

Are there opportunities for swimming or wading near waterfalls in Sullivan County?

While some natural areas in Sullivan County offer swimming opportunities, direct swimming or wading in the immediate vicinity of waterfalls can be dangerous due to strong currents, slippery rocks, and hidden hazards. It's generally not recommended. Always observe local regulations and safety signage. For supervised swimming, Lake Superior State Park is a nearby option.

What are some notable natural features or landmarks near these waterfall trails?

Beyond the waterfalls themselves, the region boasts diverse landscapes including the Catskill foothills, dense forests, and the Delaware River Valley. While hiking, you might encounter features like Smith Pond on the Smith Pond Loop Trail. For broader exploration, nearby attractions include the historic Cornish-Windsor Covered Bridge and the Saint-Gaudens National Historical Park.

What do other hikers enjoy most about the waterfall trails in Sullivan County?

The komoot community highly rates the hiking experiences in Sullivan County, with an average score of 4.6 stars. Hikers often praise the serene natural beauty, the rewarding views after climbs, and the refreshing experience of discovering hidden waterfalls within the Catskill landscape. The varied terrain and well-maintained paths also receive positive feedback.

Are there any hidden gem waterfalls to discover in Sullivan County?

Sullivan County is known for its numerous hidden waterfalls tucked away in its diverse landscapes. While specific 'hidden gems' are often discovered through local exploration, trails like the Gerry's Falls – Brownsville Rock loop offer access to less-frequented cascades, providing a sense of discovery amidst the tranquil forest settings.

What is the typical difficulty level for waterfall hikes in Sullivan County?

All the listed waterfall hikes in Sullivan County are rated as 'moderate'. This means they typically involve some elevation gain, varied terrain, and distances that require a reasonable level of fitness. Trails like the Windsor Trail feature significant ascents, offering a good workout with the reward of scenic waterfalls and viewpoints.

Is parking available at the trailheads for waterfall hikes?

Parking availability varies by trailhead. Generally, popular hiking areas in Sullivan County have designated parking lots, though they can fill up quickly during peak seasons or on weekends. It's advisable to arrive early, especially for well-known trails, and always check for any specific parking regulations or fees before your visit.

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