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United States
New York
Suffolk County

Shirley

The best walks and hikes around Shirley

4.7

(8)

59

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 takes 35 minutes to complete. This route features towering white pines in a nature preserve.
  • Another top favourite among local hikers is Southaven County Park, an easy 2.3 miles (3.7 km) path. The trail navigates through woodlands and alongside the Carmans River.
  • Local hikers also love the Pine Trail Nature Preserve, a 2.2 miles (3.5 km) trail leading through pine forests, often completed in about 1 hour.
  • Hiking around Shirley is defined by pine barrens, riverside paths, and protected woodlands. The trail network offers options for different ability levels, from easy loops to longer moderate hikes.
  • The routes in Shirley are highly rated by the komoot community with an average score of 4.6 stars from 5 reviews. More than 40 hikers have used komoot to explore Shirley's varied terrain.

Last updated: June 25, 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 is soft underfoot, cushioned by pine needles, as you pass towering trees that create a serene, quiet atmosphere. You'll feel a world away from the hustle, surrounded by the unique beauty of this historic plantation, with some trees reaching 100 feet into the sky.

This easy trail, with a minimal 62 feet (19 metres) of elevation gain, can be completed in about 36 minutes, making it perfect for a quick outing. It's accessible year-round and welcomes leashed dogs, offering a peaceful escape for all skill levels. Look for the fun teepee structures made from fallen limbs, which are a highlight for families, and enjoy the unique contrast of the neighboring sod farm, especially calming in winter.

What makes Prosser Pines truly special is its historical significance as one of the oldest surviving white pine plantations in the eastern United States, dating back to 1812. This unique ecosystem provides a distinct natural feature for Suffolk County, offering a tranquil setting for photography or a simple, refreshing walk. It's an ideal spot for beginners or anyone seeking a high-payoff nature experience without a strenuous climb.

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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 2.0-mile (3.2 km) hike is mostly flat, following doubletrack paths that are perfect for a peaceful nature walk. You might even spot some of the over 30 species of warblers that nest here, adding a delightful element for birdwatchers.

For planning your visit, the Raymond P. Corwin Pine Barrens Trails Center is a convenient access point, providing a gateway to this unique natural area. This short route, taking approximately 49 minutes to complete with only 31 feet (10 metres) of elevation gain, is ideal for a quick outing. It's a great option for families or anyone looking for a gentle, accessible trail.

Named in honor of environmentalist Ray Corwin, this trail is a vital part of Long Island's remaining wilderness and connects to other extensive pathways like the Paumanok Trail. It offers a glimpse into the region's unique ecology, including a notable glacial rock feature further along the full trail, making it a significant natural landmark.

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 57 minutes to complete, offering a quick escape into nature. As you explore, you'll find yourself immersed in a scenic pine-oak forest, with majestic pines standing tall, especially deeper within the woods. The trails are largely flat, consisting of wide sandy paths and forest roads, characteristic of the Long Island Pine Barrens.

Planning your visit to Southaven County Park is straightforward, as it's a vast public recreation area with ample parking available. While dogs are welcome to join you on the trails, remember to keep them on a leash for everyone's safety and enjoyment. Be aware that the park is situated near a shooting range and a small airport, so you might occasionally hear gunshots or planes during your hike. This is a great option for a short, accessible outdoor adventure.

Beyond the forest paths, the Carmans River flows through the park, providing picturesque views and opportunities for fishing. Keep an eye out for local wildlife like deer and various bird species as you wander. Don't miss the tranquil Hards Lake, a 30-acre body of water located in the park's southeastern part, which adds another beautiful landmark to your experience. The park's natural setting makes it a notable spot for a peaceful walk.

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 by distinctive pitch pines, dwarf pines, and oak trees. Keep an eye out for the charming Wooden Footbridge on Paumanok Path, a rustic highlight that adds character to this serene 2.2-mile (3.5 km) route, which takes about 53 minutes with only 16 feet (5 metres) of elevation gain.

Planning your visit is straightforward, as parking is readily available at the trailhead. There are no special permits or warnings about road closures to consider, making it an accessible option for a spontaneous outing. This easy trail is suitable for all ages and skill levels, providing a quick and refreshing escape into nature.

This preserve is a prime example of the Long Island Pine Barrens ecosystem, showcasing a unique blend of flora. It also serves as the headwaters for the Peconic River and connects to larger trail systems like the 47-mile Long Island Pine Barrens Trail and the 125-mile Paumanok Path, offering a glimpse into the region's extensive natural network.

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 pines and various oaks, with sections following an old railroad bed and gentle rolling terrain. Keep an eye out for the lovely glacial kettlehole, a unique feature along the way, and enjoy the tranquility from one of the many benches provided.

This accessible route is an ideal choice for beginners and families, covering 1.8 miles (2.8 km) with a minimal 26 feet (8 metres) of elevation gain, typically taking around 43 minutes. Parking is readily available at the trailhead, making it easy to start your adventure. It's a great option for a relaxed outing any time of year, offering a peaceful experience without requiring extensive preparation.

More than just a walk, the Wampmissick Trail serves as an easy introduction to the ecologically vital Pine Barrens, a biodiversity hotspot supporting over 100 bird species and a crucial source of drinking water for Long Island. The trail also showcases unique glacial geology, including the Ronkonkoma Moraine, and connects to the much longer Paumanok Path for those seeking extended adventures.

Easy
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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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