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Suffolk County

Henry'S Hollow Pine Barrens State Forest

Routes
Hikes
Suffolk County

Henry'S Hollow Pine Barrens State Forest

The best family-friendly hikes and walks in Henry'S Hollow Pine Barrens State Forest

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hikers

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.

Best family friendly hiking trails in Henry'S Hollow Pine Barrens State Forest

  • The…

Last updated: August 29, 2026

#1.

Paumanok Path: Sears Bellows Park to Pleasure Drive

10.8km

02:48

70m

40m

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

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Moderate

8.18km

02:07

50m

50m

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

Moderate
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5

hikers

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

Easy

8

hikers

4.95km

01:15

10m

10m

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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Tips from the Community

Zachary
April 29, 2025, Paumanok Path - Penny Pond

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.

Translated by Google

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Hans
September 5, 2024, Ponquogue Bridge View

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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Alex
January 26, 2024, Ponquogue Bridge View

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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Frequently Asked Questions

How many family-friendly hiking trails are available in Henry's Hollow Pine Barrens State Forest?

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.

Are the trails in Henry's Hollow Pine Barrens State Forest suitable for young children or toddlers?

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.

Can I bring my dog on the family-friendly trails?

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.

What kind of wildlife might we see on a family hike?

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.

Are there any circular routes suitable for families?

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.

What is the best time of year to go hiking with family in Henry's Hollow Pine Barrens State Forest?

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.

Is there parking available at the trailheads?

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.

How long do the family-friendly hikes typically take?

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.

What makes Henry's Hollow Pine Barrens State Forest unique for family hiking?

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.

Are permits required for hiking in Henry's Hollow Pine Barrens State Forest?

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.

Are there any nearby attractions or points of interest to combine with a family hike?

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.

What should we pack for a family hike in the Pine Barrens?

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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