19
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8
hikes
Family friendly hiking trails in Henry'S Hollow Pine Barrens State Forest traverse a distinctive pine barrens ecosystem, characterized by pitch pine woodlands and pitch pine-oak forests. This undeveloped 272-acre property features unmanicured footpaths, offering an authentic wilderness experience. The underlying geology consists of significant sand and gravel deposits, with varied terrain shaped by glacial activity. The region plays a crucial role in purifying Long Island's freshwater aquifer.
Last updated: August 29, 2026
10.8km
02:48
70m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
8.18km
02:07
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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5
hikers
5.36km
01:21
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
8
hikers
4.95km
01:15
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1.92km
00:29
0m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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The Paumanok Path meets the Penny Pond loop trail at this junction. Both are well-marked. The trail around Penny Pond takes you to an observation blind right on the water, where you can picnic and watch for wildlife.
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The Paumanok Path traverses a lovely series of rolling hills and ponds here. The path is well-marked and, for the most part, rests on a bed of soft pine needles. Be weary of chiggers in the warmer months.
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Long Island is known, among other things, for its deer, which can be seen in many places.
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An unbelievable view. Please take use that way and see yourself
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The Quogue Wildlife Refuge is a 305-acre non-profit nature preserve. Established in 1934, this preserve has seven miles of trails. It is open 365 days a year, from sunrise to sunset. Keep an eye out for the rare dwarf pines in the pine barrens that grow here.
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Indian Island Beach, on Indian Island, is a white sand beach where Indian Island County Park meets Flanders Bay. Runners can use the trails and quiet roads here to get close to nature and enjoy the coastal atmosphere.
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The Ponquogue Bridge view presents a picturesque scene in Hampton Bays, New York. Overlooking Shinnecock Bay, the bridge offers stunning vistas of the water, marshes, and distant shores. The blend of architectural lines and natural beauty creates a captivating panorama, attracting locals and visitors alike to savor the serene coastal ambiance.
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Our guide features 8 family-friendly hiking routes in Henry's Hollow Pine Barrens State Forest. These range from easy strolls to more moderate paths, ensuring there's something for every family's comfort level.
Yes, many trails are suitable for young children. For example, the Indian Island Park Point Loop is an easy route with minimal elevation gain, perfect for little legs. While some paths are unmanicured with roots and rocks, several easy options are manageable for families with toddlers.
The State Forest generally welcomes dogs, but they should always be kept on a leash to protect wildlife and ensure a pleasant experience for all visitors. Please remember to clean up after your pet.
Henry's Hollow Pine Barrens is rich in wildlife. Keep an eye out for white-tailed deer, red foxes, and opossums. Birdwatchers might spot red-tailed hawks, ospreys, pine warblers, turkeys, and even bald eagles. Reptiles like the Eastern box turtle and Eastern hognose snake also inhabit the area, making for exciting discoveries.
Yes, several routes offer a circular experience. The Penny Pond Loop Trail is a moderate option that provides a full loop, allowing you to explore different sections of the unique pine barrens habitat without retracing your steps.
Spring and fall are often ideal for family hikes, offering pleasant temperatures and beautiful scenery. Spring brings new growth and active wildlife, while fall showcases vibrant foliage. Summer can be warm, so early mornings or late afternoons are best, and winter offers a quiet, serene experience, though trails may be uneven.
Yes, parking is generally available at designated trailheads for Henry's Hollow Pine Barrens State Forest. Specific parking information can often be found on the individual route pages on komoot, such as for the Red Trail.
The duration varies depending on the route and your family's pace. For instance, the easy Indian Island Park Point Loop can be completed in under an hour, while longer moderate trails like the Paumanok Path: Sears Bellows Park to Pleasure Drive might take a few hours.
The State Forest offers a unique immersion into a distinctive pine barrens ecosystem. It's an undeveloped wilderness with unmanicured trails, providing an authentic connection with nature away from heavily managed parks. Families can experience a true sense of seclusion and explore a landscape shaped by natural processes, including pitch pine woodlands and diverse flora and fauna.
No, permits are generally not required for day hiking in Henry's Hollow Pine Barrens State Forest. It is open to the public for recreational activities like hiking and wildlife viewing.
Henry's Hollow is part of the larger Long Island Central Pine Barrens region, which is ecologically significant. The area connects to other natural spaces like Pine Neck Nature Sanctuary and Sears-Bellows Pond County Park, offering further exploration opportunities. For more information on the broader ecological importance of the region, you can visit The Nature Conservancy's website.
Given the unmanicured nature of some trails, sturdy closed-toe shoes are recommended. Always bring plenty of water, snacks, sun protection, and insect repellent. Depending on the season, layers of clothing are advisable. A map or GPS device (like komoot) is also helpful as trails can be less marked than in more developed parks.


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