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Suffolk County

Shirley

The best walks and hikes around Shirley

4.7

(8)

58

hikers

19

hikes

Hiking around Shirley explores the pine barrens and protected nature preserves of Long Island. The region is characterized by relatively flat terrain, with trails winding through woodlands and alongside rivers. The area's county parks and state forests provide a network of well-defined paths suitable for hiking. These trails offer diverse landscapes, from dense forests to coastal preserves.

Best hiking trails in Shirley

  • The most popular hiking route is Prosser Pines Loop Trail, a 1.5 miles (2.4 km) trail that…

Last updated: October 11, 2026

2

hikers

#1.

Prosser Pines Loop Trail

2.36km

00:37

20m

10m

Step into a rare natural wonder on the Prosser Pines Loop Trail, an easy 1.5-mile (2.4 km) hiking route that winds through Long Island's only white pine forest. The path…

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Easy

The Raymond P. Corwin Trail offers a tranquil escape into Long Island's Central Pine Barrens, guiding you through serene pitch pine forests and past potential black gum swamps. This easy…

Easy
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3.74km

00:57

10m

10m

You can enjoy an easy hike through Southaven County Park, covering 2.3 miles (3.7 km) with a gentle elevation gain of just 29 feet (9 metres). This route takes approximately…

Easy

The Pine Trail Nature Preserve offers a delightful, easy hike through a unique Long Island landscape. You'll wander along dirt paths, passing through wetlands, creeks, and ponds, all while surrounded…

Easy

2.82km

00:43

10m

10m

The Wampmissick Trail offers a delightful and easy hike through the distinctive Long Island Pine Barrens, perfect for a quick escape into nature. You'll wander through landscapes dominated by pitch…

Easy
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Cycling around Shirley

Tips from the Community

oliviakellis
May 27, 2024, Wooden Footbridge on Paumanok Path

Along the Paumanok Path, hikers encounter a charming wooden footbridge that helps in crossing the creek. Despite its modest size, the bridge exudes a rustic charm that complements the natural surroundings.

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Frequently Asked Questions

Are the hiking trails in Shirley suitable for families with children?

Yes, many trails around Shirley are great for families. The terrain is generally flat, making it accessible for hikers of all ages. For an easy and relatively short outing, consider the Terrell River County Park loop from Center Moriches. It's a pleasant walk through a coastal preserve that takes about an hour to complete.

Can I bring my dog on the hiking trails?

Most parks and preserves in the Shirley area allow dogs, but they must be kept on a leash. The trails through the pine barrens and woodlands offer plenty of space for you and your canine companion to explore. Always check the specific regulations for the park you plan to visit before you go.

Are there any circular or loop hikes available?

Absolutely. Shirley offers several enjoyable loop trails that bring you back to your starting point without retracing your steps. A great moderate option is the Cathedral Pines County Park loop, which takes you on a journey through the area's signature pine forests.

What is the typical scenery like on hikes around Shirley?

Hiking in this region is characterized by walks through Long Island's unique pine barrens. You can expect to see trails winding through dense woodlands, alongside serene rivers, and within protected nature preserves. The landscape is mostly flat, offering a peaceful and immersive nature experience.

How difficult are the hiking trails in Shirley?

The trails cater to a range of abilities, but most are rated as easy to moderate. The elevation change is minimal across the region. Routes like the Hiking loop from Shirley are considered easy, while longer treks through parks are rated as moderate, mainly due to their distance rather than steep climbs.

Are there any long-distance hiking options?

Yes, the Paumanok Path is a long-distance trail that runs through the area. You can hike a scenic section of it on the Panamoka Pine Barrens State Forest to Otis Pike Preserve West via Paumanok Path route. This trail offers a more extended adventure of over 6 miles through the woodlands.

What do other hikers think of the trails in Shirley?

The trails around Shirley are highly regarded by the komoot community, with an average rating of 4.7 out of 5 stars. Hikers often praise the well-defined paths through the peaceful pine forests and the accessibility of the routes.

Are there any trails with significant elevation gain for a challenging workout?

The terrain around Shirley is characteristically flat, so you won't find hikes with significant elevation gain. The challenge on moderate routes comes from the distance rather than the incline. For a longer, more strenuous hike by distance, consider the Robert Cushman Murphy County Park loop, which is over 5 miles long.

How many hiking trails are there to choose from near Shirley?

There are nearly 10 designated hiking routes available on komoot around Shirley. These range from short, easy loops to longer, moderate treks through the region's state forests and county parks.

Are there any free hiking trails in the area?

Yes, the trails within the state forests and county parks, such as Cathedral Pines County Park and Terrell River County Park, are generally free to access for hiking. However, some county parks may charge a parking fee, especially during peak season, so it's always a good idea to check ahead.

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