5.0
(1)
55
runners
16
runs
Jogging in Henry'S Hollow Pine Barrens State Forest offers an immersive experience within a distinctive pine barrens habitat. This 272-acre forest is characterized by extensive pine trees and sandy soils, providing a tranquil, undeveloped setting for outdoor activities. The terrain is generally flat, though some routes feature uneven surfaces and small hills, catering to various fitness levels. It is an ideal location for runners seeking a natural, rustic environment away from more developed areas.
Last updated: May 23, 2026
5.0
(1)
3
runners
5.17km
00:32
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
8.48km
00:52
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
24.4km
02:41
120m
120m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
runners
6.36km
00:40
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
runners
4.52km
00:28
10m
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Henry'S Hollow Pine Barrens State Forest
Just across the street, less than half a mile off of Paumanok Path, is Stony Brook's Southampton Campus. It has a little windmill on its 84-acre campus and might be worth a detour!
0
0
Long Island is known, among other things, for its deer, which can be seen in many places.
0
0
An unbelievable view. Please take use that way and see yourself
0
0
Just across the street, a short detour, less than half a mile, off of Paumanok Path to the south, is Stony Brook Southampton Campus. This campus has a little windmill on its 84-acre campus and might be worth a detour for windmill enthusiasts.
0
0
Tuckahoe Woods Preserve, nestled in Southampton, is a serene natural oasis spanning 84 acres. It boasts lush woodlands, meandering trails, and diverse wildlife. This is a particularly special spot for birdwatchers, as the avian wildlife is plentiful.
0
0
The Shinnecock Canal was the first saltwater canal in New York State, built between 1884 and 1892. Once a site used by Native Americans to carry canoes over land, the Canal today connects two of the most stunning bays on Long Island's eastern side, Shinnecock Bay and Great Peconic Bay, which had become landlocked over time. Though the Hamptons officially begin 10 miles (16.09 km) west of the Canal, it is known as the starting point of this exclusive summer resort, as every modern bridge leading to the Hamptons crosses the Canal.
0
0
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.
0
0
The Shinnecock Canal was the first saltwater canal in New York State, built between 1884 and 1892. Once a site used by Native Americans to carry canoes over land, the Canal today connects two of the most stunning bays on Long Island's eastern side, Shinnecock Bay and Great Peconic Bay, which had become landlocked over time. Though the Hamptons officially begin 10 miles (16.09 km) west of the Canal, it is known as the starting point of this exclusive summer resort, as every modern bridge leading to the Hamptons crosses the Canal.
0
0
There are over 15 dedicated running routes in Henry'S Hollow Pine Barrens State Forest, offering a range of experiences from easy jogs to more challenging runs. The komoot community has explored these trails extensively, with more than 40 runners using komoot to discover the varied terrain.
The terrain in Henry'S Hollow Pine Barrens State Forest is characterized by its distinctive pine barrens habitat and sandy soils. While generally flat, some routes feature uneven surfaces and small hills, providing a varied experience for runners of all fitness levels. You'll find natural, rustic footpaths that immerse you in the wilderness.
Yes, for an easy and accessible run, consider the Red Trail. This route is approximately 4.5 kilometers long and offers a gentle introduction to the forest's unique environment.
Henry'S Hollow Pine Barrens State Forest is generally dog-friendly, allowing you to enjoy your run with your canine companion. However, it's always recommended to keep dogs on a leash and to check for any specific local regulations or seasonal restrictions that might apply.
Yes, many of the trails in Henry'S Hollow Pine Barrens State Forest are designed as loops, perfect for circular runs. A popular option is the Running loop from Hampton Bays, which is about 5.2 kilometers long and takes you through the heart of the pine barrens habitat.
The unique pine barrens habitat supports diverse wildlife. While jogging, you might spot white-tailed deer, red fox, opossum, and Eastern cottontail. Birdwatchers may also see red-tailed hawks and osprey. Keep an eye out for Eastern box turtles and Eastern hognose snakes as well, adding to the immersive natural experience.
Yes, parking is typically available at designated access points for Henry'S Hollow Pine Barrens State Forest. Specific parking details can often be found on local park websites or within the komoot route descriptions for individual trails.
The running routes in Henry'S Hollow Pine Barrens State Forest are highly regarded by the komoot community, holding an average score of 5.0 stars. Runners often praise the tranquil, undeveloped setting and the opportunity to feel truly immersed in a natural environment away from more developed areas.
While the forest is primarily known for its immersive pine barrens ecosystem, some routes offer unique perspectives. For scenic views, consider the Ponquogue Bridge View loop from Hampton Bays, which provides varied surfaces and picturesque vistas.
Accessing Henry'S Hollow Pine Barrens State Forest directly via public transportation can be limited. However, you can explore public transport options to nearby towns like Hampton Bays, Quogue, or Riverhead, and then plan for a shorter connection to the forest. It's advisable to check local bus schedules and routes in advance.
For those seeking a more challenging and extended run, the Paumanok Path offers a significant distance of over 24 kilometers. This trail leads through extensive pine barrens and is often completed in about 2 hours and 40 minutes, providing a robust workout.
Yes, the forest offers trails suitable for families, especially those looking for a natural and relatively flat environment. The less challenging routes, like the 2.5-mile loop trail mentioned in the region's description, are great for a family outing, allowing everyone to enjoy the unique pine barrens habitat.


Browse the best Running Trails & Routes in other regions.