4.8
(12)
90
hikers
20
hikes
Family friendly hiking trails around Montauk traverse a diverse landscape at the eastern tip of Long Island, characterized by dramatic ocean bluffs, rugged coastlines, and extensive woodlands. The region features serene freshwater wetlands, unique maritime grasslands, and shifting sand dunes, offering varied terrain for outdoor exploration. Elevations are generally low, with most trails featuring gentle gradients suitable for families. These natural features provide a mix of coastal views and shaded forest paths.
Last updated: April 26, 2026
3
hikers
8.33km
02:10
50m
50m
Hike the 5.2-mile Hither Hills West Overlook Trail in Montauk, offering ocean views, unique Walking Dunes, and diverse woodland scenery.
4.5
(4)
23
hikers
9.96km
02:36
70m
70m
Hike the moderate 6.2-mile Paumanok Path: Montauk Point Loop for diverse terrain, coastal views, and the iconic Montauk Point Lighthouse.

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3
hikers
5.99km
01:34
50m
50m
Easy 3.7-mile hike on the Paumanok Path and Camp Hero Loop, featuring coastal views and historical sites near Montauk Point Lighthouse.
7
hikers
6.96km
01:48
40m
40m
Hike the easy 4.3-mile Oyster Pond, Seal Haul Out, and Money Pond Trail Loop in Montauk Point State Park, featuring seals and pond views.
7
hikers
6.84km
01:46
30m
30m
Hike the Money Pond, Oyster Pond, and Seal Haul Out Trail Loop for diverse scenery and seal spotting in Montauk Point State Park.
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Popular around Montauk
There are, by the way, some beautiful places here in the north of Long Island. Large colonial-style villas, some with park-like gardens, are a sight to behold. The sophistication is reminiscent of places like Kampen on Sylt.
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Montauk, by the way, has a walk-through lighthouse, which houses a small but fine museum that, among other things, explains the history of the Native Americans who once lived on Long Island.
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Anyone visiting Long Island should definitely visit Montauk, as this end of the island is not only scenically very attractive - Pocahontas' life took place here, which is historically interesting. The "Hamptons" are also not far away. These places are beautiful: the picture-perfect east coast.
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The Old Montauk Highway leads to a trail through the woods with a gate that says closed to traffic. We took it and it’s fine. There’s a nice parking area with a cliff view at the end just before you get to the lighthouse, check it out.
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Camp Hero State Park covers 415 acres of wooded areas and a beachfront with a historic military installation. Hikers, runners, bikers, and horseback riders can explore the trail systems going through forests, freshwater wetlands, ocean vistas, and bluffs. Swimming is not allowed here.
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At 136 acres and the second-largest pond in Montauk State Park, Oyster Pond is a unique land formation separated from the ocean by just a small strip of land.
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At the easternmost point of Long Island & New York's first lighthouse, Montauk Point Lighthouse built in 1796 was one of the first sights that immigrants saw when arriving in the USA by ship.
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You're at the eastern tip of the South Shore of Long Island! This is where the Block Island Sound and the Atlantic Ocean meet.
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Montauk offers nearly 20 family-friendly hiking trails, with a good mix of easy and moderate options. These routes are designed to be enjoyable for all ages, exploring the diverse landscapes of the region.
You'll find a variety of terrain on Montauk's family-friendly trails. Many routes feature dramatic ocean bluffs with stunning views, serene freshwater wetlands, and dense woodlands. Some trails, like those in Hither Hills State Park, even lead through unique 'Walking Dunes' where the landscape slowly shifts.
Yes, there are several easy loop trails perfect for families. The Paumanok Path and Camp Hero Loop is an easy option, offering a pleasant walk through varied landscapes. Another great choice is the Oyster Pond, Seal Haul Out, and Money Pond Trail Loop, which is also rated easy and provides scenic views.
Montauk's trails offer many points of interest. You can spot the iconic Montauk Point Lighthouse, explore the historic Camp Hero State Park, or enjoy panoramic views from Montauk Point itself. Many trails also feature freshwater ponds, coastal bluffs, and unique maritime grasslands.
The family-friendly trails in Montauk are highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the stunning ocean views, the peaceful woodland sections, and the opportunity to spot local wildlife. The well-maintained paths and diverse scenery make for a memorable outdoor experience.
Absolutely! The Paumanok Path: Montauk Point Loop provides excellent opportunities to see the iconic Montauk Point Lighthouse and enjoy the rugged coastline around it. You can also find a dedicated View of Montauk Point Lighthouse highlight along some routes.
Many of Montauk's state and county parks, including Camp Hero State Park and Montauk Point State Park, generally allow dogs on trails, often on a leash. However, specific regulations can vary by park and trail, so it's always best to check the park's official website or signage before you go to confirm their current pet policy.
Spring and fall are often considered the best times for family hiking in Montauk. The weather is typically mild, and the natural beauty of the bluffs, woodlands, and wetlands is at its peak. Summer can be lovely but also more crowded, while winter offers unique opportunities for seal spotting along the coast.
For families looking for a bit more of a challenge, the Hither Hills West Overlook Trail is a moderate option that covers over 8 kilometers. Another moderate choice is the Money Pond, Oyster Pond, and Seal Haul Out Trail Loop, offering a good distance with varied scenery.
Yes, most major parks and trailheads in Montauk, such as those in Hither Hills State Park, Montauk Point State Park, and Camp Hero State Park, offer designated parking areas. During peak season, especially summer weekends, these lots can fill up quickly, so arriving earlier in the day is advisable.
Many trails in Montauk feature beautiful water elements. The Oyster Pond, Seal Haul Out, and Money Pond Trail Loop, for instance, takes you past several ponds. Montauk County Park is also home to the National Natural Landmark, Big Reed Pond, with a popular loop trail around it. You might also catch glimpses of Napeague Harbor from certain vantage points.


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