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United States
New York
Rockland County

Chestnut Ridge

The best walks and hikes around Chestnut Ridge

4.8

(23)

314

hikers

9

hikes

Hiking around Chestnut Ridge offers diverse landscapes characterized by rugged terrain, mature woodlands, and open meadows. The region features extensive trail systems that traverse dense forests, deep ravines, and areas with notable rock outcroppings. These varied environments provide opportunities to explore unique forest ecosystems and geological formations. The trails often lead to scenic viewpoints and showcase diverse flora.

Best hiking trails around Chestnut Ridge

  • The most popular hiking route is Oh Five, Red and White Loop via Long Path,…

Last updated: May 1, 2026

3.0

(2)

8

hikers

#1.

Oh Five, Red and White Loop via Long Path

6.42km

01:48

140m

130m

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

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Easy

4

hikers

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

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

Easy

1.85km

00:37

30m

190m

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

Easy

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

Easy
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Popular around Chestnut Ridge

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Tips from the Community

Walking_with_Stefan 🌲
September 22, 2022, Lake Wanoksink

Always good to experience great nature, right outside NYC! Depending on the traffic situation, only one to two hours' drive from the city. Perfect for a weekend long microadventure! 👍

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Joseph
June 23, 2022, Pine Meadow Lake

Beautiful lake with a well maintained path running round the lakeshore.

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0

This is a really beautiful 72-acre lake. The perfect spot for a short break!

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This is a beautiful lake, with crystal clear blue water.

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This is one of the park's 9 lean-tos. It has a sleeping platform and a fireplace. About 8 people can fit in for the night.

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This is a really beautiful 72-acre lake. The perfect spot for a break!

1

0

The summit is about 1,240 ft. above sea level. Lots of small flies (at least when we were there), and the views are so-so, BUT the scramble is so much fun, especially on the western side. Do this one for the thrill of the climb!

1

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Swimming is not allowed

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1

Frequently Asked Questions

How many hiking trails are available in the Chestnut Ridge area?

There are several hiking trails to explore in Chestnut Ridge, offering diverse experiences. The komoot community has mapped 8 routes, providing options for various preferences and skill levels.

What is the overall difficulty level of hiking trails in Chestnut Ridge?

The trails in Chestnut Ridge primarily range from easy to moderate. Out of the routes mapped by the komoot community, 6 are rated as easy, and 2 are considered moderate, making it accessible for a wide range of hikers.

Are there any easy or family-friendly hiking options in Chestnut Ridge?

Yes, Chestnut Ridge offers several easy trails suitable for families. A good option is the Oh Five, Red and White Loop via Long Path, which is 4.0 miles (6.4 km) long and winds through wooded areas. Another easy choice is the Mountain Trail, a shorter 1.2 miles (1.9 km) path through dense forests.

Are dogs allowed on the hiking trails in Chestnut Ridge?

While specific regulations can vary by park or preserve within the broader Chestnut Ridge area, many outdoor spaces in the region are generally dog-friendly. It's always best to check the specific rules for the trail you plan to hike, but typically, dogs are welcome on a leash.

What kind of natural features or attractions can I expect to see along the trails?

Chestnut Ridge is known for its diverse natural beauty. You can expect to encounter rugged terrain, deep ravines, mature woodlands, and open meadows. In Chestnut Ridge Park, Erie County, NY, a significant attraction is the Eternal Flame Falls. Other areas, like those in Pennsylvania, feature unique forest ecosystems, rock outcroppings, and even subterranean communities. Near Roanoke, VA, trails offer views of majestic mountains and diverse wildlife.

Are there any trails that offer scenic viewpoints?

Yes, many areas within Chestnut Ridge provide impressive scenic views. From the casino building in Chestnut Ridge Park, Erie County, NY, you can enjoy vistas stretching to downtown Buffalo and across Lake Erie. Trails in Pennsylvania and Virginia also often lead to viewpoints with sweeping mountain views and opportunities to observe local flora and fauna.

Are there any loop trails in Chestnut Ridge?

Yes, there are several loop trails available. A popular moderate option is the Kakiat to Pine Meadow Lake Loop, which is 8.7 miles (13.9 km) and traverses varied terrain. For a shorter easy loop, consider the Clausland Mountain Long Path Loop.

What is the best time of year to hike in Chestnut Ridge?

Chestnut Ridge offers hiking opportunities year-round. Spring brings vibrant wildflowers, especially in areas like the Chestnut Ridge Heritage Preserve in South Carolina. Summer is ideal for enjoying the lush woodlands. Autumn showcases spectacular fall foliage, particularly in the forested areas of Pennsylvania and Virginia. Even winter offers unique experiences, with some parks like Chestnut Ridge Park in Erie County, NY, transforming into hubs for winter sports.

Are there any cafes or places to get refreshments near the trails?

Yes, depending on your specific location within the broader Chestnut Ridge area, you might find options for refreshments. For example, near some of the trails, you can find places like Boxer Donut & Espresso Bar, which is a highlight in the region.

What do other hikers enjoy most about hiking in Chestnut Ridge?

The area is highly rated by the komoot community, with an average score of 4.8 stars from over 20 reviews. Hikers often praise the diverse landscapes, from rugged terrain and deep ravines to mature woodlands and open meadows. The extensive trail systems and opportunities to explore unique ecosystems are also frequently highlighted.

Are there any trails suitable for winter hiking or activities?

Yes, Chestnut Ridge offers winter activities. Chestnut Ridge Park in Erie County, New York, is particularly known for transforming into a winter sports destination, offering opportunities for sledding, tobogganing, and skiing, in addition to winter hiking on its trails.

Are there any trails that follow old rail lines?

Yes, you can find trails that utilize old rail lines. The Joseph B. Clarke Rail-Trail is an example of a route that follows a former railway, offering a relatively flat and accessible path.

What kind of wildlife might I encounter while hiking?

The diverse ecosystems of Chestnut Ridge support a variety of wildlife. Hikers in areas like the George Washington and Jefferson National Forests near Roanoke, Virginia, might encounter native wildlife such as deer and various bird species. The region's forests and natural preserves also provide habitat for rare species, including bat species of concern in Pennsylvania and Eastern Box Turtles and Monarch butterfly migrations in Virginia.

Most popular routes around Chestnut Ridge

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