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Routes
Hikes
United States
New York
Dutchess County

Pawling

The best walks and hikes around Pawling

5.0

(3)

59

hikers

21

hikes

Hiking around Pawling, New York, offers diverse terrain, including sections of the iconic Appalachian Trail and the expansive Pawling Nature Reserve. The region features a mix of deciduous forests, wetlands like the Great Swamp, and prominent ridges such as Hammersley Ridge and Cat Rocks. Hikers can explore areas with cascading brooks, varied ecosystems, and scenic views of the Harlem Valley.

Best hiking trails around Pawling

  • The most popular hiking route is Nuclear Lake Loop Trail, a 2.7 miles (4.4…

Last updated: May 16, 2026

5.0

(1)

1

hikers

#1.

Maybrook Trailway

14.9km

03:49

40m

110m

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

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Moderate

1

hikers

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

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

Moderate

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 Pawling

Road Cycling Routes around Pawling

Cycling around Pawling

Running Trails around Pawling

Tips from the Community

Peter B
September 25, 2021, Maybrook Trailway

offers possible resting spots with shade. good for people watching as well :)

0

0

Great skies and good riding surface. Strong winds can be a challenge here.

1

0

Peter B
September 25, 2021, Maybrook Trailway

running along old train tracks.

1

0

Frequently Asked Questions

How many hiking trails are available around Pawling?

There are over 7 hiking routes documented around Pawling, offering a range of experiences from easy loops to more challenging ascents. These trails traverse diverse landscapes, including sections of the Appalachian Trail and the expansive Pawling Nature Reserve.

Does the Appalachian Trail pass through Pawling?

Yes, Pawling is an official Appalachian Trail (A.T.) community, with a significant 16-mile section of the famous trail traversing through the area. A unique feature is the Metro-North Harlem Line train station directly on the A.T. in Pawling, providing convenient public transportation access for hikers.

What can I expect when hiking in the Pawling Nature Reserve?

The Pawling Nature Reserve offers over 12 miles of trails through diverse natural communities. You can explore areas where Duell Hollow Brook cascades through gorges, wind through stands of pines and hemlocks, and ascend Hammersley Ridge for stunning views of the Great Swamp and the Harlem Valley. Educational signage provides insights into local flora, fauna, and history. For more information, you can visit The Nature Conservancy's page on the Eastern Pawling Nature Reserve.

Are there any easy hiking trails suitable for families in Pawling?

Yes, Pawling offers several easy routes suitable for a more relaxed outing. For example, the Nuclear Lake loop from West Pawling is an easy 3.4-mile path that offers a gentle walk around Nuclear Lake. Another family-friendly option is the Cranberry Mountain loop from Michael Ciaiola Conservation Area, which is 3.8 miles long and also rated easy.

What are some challenging hikes in the Pawling area?

For those seeking a challenge, Pawling has routes with significant elevation gain. The Nuclear Lake – West Mountain loop from Appalachian Trail is a difficult 12.2-mile trail that connects to the Appalachian Trail and features both Nuclear Lake and West Mountain. Another demanding option is the Gardner Hill – Tenmile Hill loop from Pawling Nature Reserve, a difficult 16.5-mile route with substantial climbing.

What is the best time of year to hike in Pawling?

Pawling offers beautiful hiking experiences throughout the year. Spring brings lush greenery and active wildlife, while summer is ideal for longer days on the trails. Autumn is particularly vibrant, with the deciduous hardwood trees on Hammersley Ridge and throughout the region displaying stunning fall foliage. Winter hiking is also possible, though conditions may vary.

Are dogs allowed on hiking trails in Pawling?

Generally, dogs are welcome on many trails in the Pawling area, including sections of the Appalachian Trail and within the Pawling Nature Reserve. However, it's always recommended to keep dogs on a leash and to check specific regulations for each trail or park you plan to visit to ensure a pleasant experience for everyone.

Are there any circular hiking routes in Pawling?

Yes, many of the trails in Pawling are designed as loops, offering varied scenery without retracing your steps. Examples include the Wonder Lake loop from Wonder Lake State Park, a 5.1-mile moderate trail, and the Nuclear Lake loop from West Pawling, an easy 3.4-mile option.

What kind of wildlife can I expect to see while hiking in Pawling?

The Pawling region is rich in wildlife. Hikers may spot deer, wild turkeys, and various amphibians and reptiles, especially near the numerous streams, ponds, and vernal pools. The area is also a crucial habitat for migratory birds and provides nesting sites for species typically found further north. Occasionally, coyotes, bobcats, and beavers can be sighted.

What are some notable natural features or attractions along the trails?

Pawling's trails lead to several interesting natural features. You can explore the picturesque cascades of Duell Hollow Brook within the Pawling Nature Reserve. The region also encompasses the Great Swamp, New York's third-largest freshwater wetland. For expansive views, consider hiking to Cat Rocks on West Mountain, which offers beautiful sprawling vistas of the valley and surrounding countryside. You might also encounter Whaley Lake or the Maybrook Trailway.

What do other hikers enjoy most about hiking in Pawling?

The komoot community highly rates the hiking experiences in Pawling, with an average score of 5.0 stars. Reviewers often praise the diverse terrain, the integration with the iconic Appalachian Trail, and the serene beauty of protected areas like the Pawling Nature Reserve. The varied ecosystems, from wetlands to forested ridges, and the scenic views are frequently highlighted as favorite aspects.

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