4.5
(8)
95
hikers
19
hikes
Hiking around Shelter Island Heights explores a landscape of coastal nature reserves, tidal creeks, and woodlands on the eastern end of Long Island. The terrain is generally flat, with trails winding through protected areas, along shorelines, and across open fields. The region's routes are primarily located within preserves, offering well-maintained paths through diverse ecosystems. This area is characterized by its unique blend of preserved natural landscapes and diverse ecosystems.
Last updated: October 11, 2026
20
hikers
8.91km
02:18
50m
50m
Embark on the Mashomack Red, Yellow, Green and Jone C. Coles Loop for a moderate hike that spans 5.5 miles (8.9 km) with a gentle elevation gain of 157 feet…
10
hikers
2.81km
00:44
10m
10m
Explore the Mashomack Red Trail, an easy hiking route that guides you through a diverse landscape of freshwater marshes, tidal creeks, and serene oak forests. This pleasant path offers intimate…

1.43km
00:22
10m
10m
The Wild Birds Nature Trail offers a delightful, easy stroll through varied habitats, from maritime oak woodlands to serene bay beaches. You'll wander along flat dirt paths and wooden boardwalks,…
969m
00:15
0m
0m
Wander through a rare coastal landscape on the Sound View Dunes Park Forest Trail, where maritime forest gives way to rolling dunes and a unique freshwater wetland. You'll traverse sandy…
1.26km
00:19
0m
0m
The Arshamomaque Preserve Red Trail offers a peaceful, easy stroll through a rich tapestry of Long Island's natural habitats. As you follow the path, you'll wind through maritime forests, past…
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Popular around Shelter Island Heights
Nicoll's Creen is a marshy bay, part of Mashomack Preserve. This area is great for birdwatching and a scenic spot for a break.
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The 187-acre Elizabeth A. Morton National Wildlife Refuge on Long Island's north shore protects the Jessup's Neck peninsula, separating Little Peconic and Noyack Bays. While open for visitors, the refuge emphasizes protecting endangered species like piping plovers by prohibiting feeding wildlife, which can attract predators. Bird watching is excellent, especially for waterfowl in winter and songbirds in spring. To minimize disturbances, no pets are allowed, and part of the beach is closed April-August for nesting birds.
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Many trails on Shelter Island are dog-friendly, but policies vary by location. For example, dogs are generally allowed on leash at Inlet Pond County Park. However, the Mashomack Preserve, which covers a large portion of the island, does not permit dogs to protect its wildlife and sensitive habitats. Always check the specific regulations for the park or preserve you plan to visit before bringing your dog.
Shelter Island offers several easy hikes perfect for families. A great option is the Arshamomaque Preserve Trail loop. It's a short, flat walk that's well-suited for all ages and provides opportunities to see local birdlife from observation towers.
The island is known for its beautiful coastline. For a scenic coastal walk, consider the Cedar Point County Park loop from Northwest Harbor. This trail offers lovely views of the water and access to the beach, combining woodland and shoreline scenery.
The island's preserves are fantastic for birdwatching. The Elizabeth A. Morton National Wildlife Refuge is a local favorite where you can see a variety of bird species, and they are famously accustomed to visitors. The tidal creeks and woodlands of Mashomack Preserve also provide a rich habitat for native and migratory birds.
Shelter Island is accessible by ferry from both Greenport (North Fork) and North Haven (South Fork). Once on the island, you can use local taxis or bike rentals to reach trailheads like the Mashomack Preserve. Biking is a popular way to get around and access the more remote trail entrances.
Parking is available at major trailheads, but it can be limited, especially on weekends. Mashomack Preserve has a dedicated parking lot, which is usually sufficient on weekdays but can fill up quickly. Smaller preserves like Arshamomaque Preserve and Bunker City County Park have very small parking areas with capacity for only a few cars.
Yes, most of the popular trails on Shelter Island are loops, allowing you to start and end in the same place without retracing your steps. The trails within Mashomack Preserve, Cedar Point County Park, and Arshamomaque Preserve are all designed as circular routes of varying lengths.
The area is highly rated by the komoot community, with an average score of 4.5 stars. Hikers often praise the serene and well-preserved natural environments, particularly the mix of woodlands, marshes, and coastal views found within the island's extensive nature preserves.
While komoot provides detailed route maps, you can find additional maps for the island's public trails and preserved lands on the official town website. This can be helpful for understanding the broader network of walkable areas. You can find these resources at shelterislandtown.gov.
The terrain on Shelter Island is generally flat and easy to navigate, making it accessible for most fitness levels. The majority of trails are rated as easy, with a few moderate options due to their length rather than elevation gain. You'll be walking on well-maintained dirt paths through woodlands, fields, and along sandy shorelines.
The island is home to several highly-regarded natural areas perfect for hiking:
Yes, the waters around Shelter Island are perfect for kayaking, paddleboarding, and sailing, especially in calm areas like Coecles Harbor. You can also enjoy the island's beautiful beaches, such as Crescent Beach and Wades Beach, for strolling and relaxing.


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