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United States
New York
Suffolk County

Shelter Island

Easy hikes and walks around Shelter Island

4.5

(8)

76

hikers

19

hikes

Easy hiking trails around Shelter Island are characterized by diverse natural landscapes, with approximately one-third of the island protected. The terrain features extensive coastlines, interlacing tidal creeks, mature oak woodlands, and open fields. Hikers can explore a network of trails through these varied habitats, offering opportunities to observe local wildlife.

Best easy hiking trails around Shelter Island

  • The most popular easy hiking route is Cedar Point Lighthouse Loop Trail, a 2.9 miles (4.7 km) trail that takes 1 hour…

Last updated: May 26, 2026

10

hikers

#1.

Mashomack Red Trail

2.81km

00:44

10m

10m

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

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Easy

1

hikers

5.56km

01:26

30m

30m

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

Easy
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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

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, Two Holes of Water Park

You can walk almost all the way around the ponds of this small park on wide, well-maintained trails that lead you deeper into the South Fork trail systems. There are a couple parking spots along the road with views of the water.

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Grace Estate Preserve offers over 500 acres of water and woods for exploring. It has miles of trails and nice views of Northwest Harbor, and it's ideal for bird watching, hiking, running, and photography. The park is open year-round, from sunrise to sunset. Note that swimming is prohibited, and there is no lifeguard on duty. Dogs are welcome on the condition that owners pick up after them.

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Alex
July 24, 2024, Nicoll's Creen

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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Grace Estate Preserve, on Long Island, is a natural sanctuary, encompassing diverse habitats and scenic trails.

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Frequently Asked Questions

How many easy hiking trails are available on Shelter Island?

Shelter Island offers a good selection of easy hiking trails, with 14 routes specifically categorized as easy. In total, there are over 20 hiking routes to explore on the island.

What kind of terrain can I expect on easy hikes around Shelter Island?

Easy hikes on Shelter Island feature diverse natural landscapes. You'll find extensive coastlines, interlacing tidal creeks, mature oak woodlands, and sweeping open fields. Trails often wind through marshes and offer scenic views of the water.

Are there any easy circular hiking routes on Shelter Island?

Yes, many of the easy trails on Shelter Island are designed as loops. For example, the Arshamomaque Preserve Trail loop is a 1.7-mile circular path through woodlands and tidal wetlands, and the Linda Gronlund Trail Loop offers a 3.4-mile circuit through varied habitats.

What are some notable natural features or landmarks I can see on easy hikes?

Shelter Island's easy hikes offer views of various natural features and landmarks. You can see the historic lighthouse along the Cedar Point Lighthouse Loop Trail. The Mashomack Preserve, accessible via trails like the Mashomack Red Trail, is known for its diverse ecosystem including tidal creeks and oak woodlands. You might also spot wildlife like deer and various bird species.

Are the easy hiking trails on Shelter Island suitable for families with children?

Absolutely. The easy trails on Shelter Island are generally well-suited for families. Their relatively flat terrain and shorter distances, such as the 1.7-mile Arshamomaque Preserve Trail loop, make them enjoyable for all ages. Many trails offer opportunities for wildlife spotting and exploring natural habitats.

Can I bring my dog on the easy hiking trails?

Many trails on Shelter Island are dog-friendly, but it's always best to check specific preserve rules before you go. For instance, Mashomack Preserve generally allows dogs on leash. Always ensure your dog is on a leash and you clean up after them to preserve the natural environment.

What is the best time of year to go hiking on Shelter Island?

Shelter Island offers pleasant hiking experiences throughout much of the year. Spring and fall provide comfortable temperatures and beautiful foliage. Summer is also popular, though trails can be busier. Even in winter, many trails remain accessible, offering a tranquil experience with unique seasonal views.

Are there good opportunities for birdwatching on easy trails?

Yes, Shelter Island is an excellent destination for birdwatching. Preserves like Mashomack and Arshamomaque are rich in birdlife. The Osprey Overlook trail at Arshamomaque Pond Preserve is particularly noted for sightings of ospreys, ducks, herons, and egrets. The diverse habitats, including wetlands and woodlands, attract a wide variety of species.

Where can I find parking for easy hiking trails on Shelter Island?

Most major preserves and trailheads on Shelter Island, such as Mashomack Preserve and Arshamomaque Preserve, offer designated parking areas. It's advisable to check the specific trail information for parking details before your visit, especially during peak seasons.

What do other hikers enjoy most about the easy trails on Shelter Island?

The easy trails on Shelter Island are highly rated by the komoot community, with an average score of 4.6 stars. Hikers frequently praise the tranquil environment, the diverse natural beauty, and the well-maintained paths that offer opportunities for wildlife observation and scenic coastal views.

Are there any easy trails that offer views of the water?

Yes, several easy trails provide beautiful water views. The Cedar Point Lighthouse Loop Trail offers picturesque views of the historic lighthouse and surrounding waters. Additionally, trails within the Grace Estate provide scenic views of Northwest Harbor.

How long do the easy hikes on Shelter Island typically take to complete?

The easy hikes on Shelter Island vary in length and duration. Many can be completed in under an hour, such as the 1.7-mile Arshamomaque Preserve Trail loop which takes about 42 minutes. Longer easy routes, like the 2.9-mile Cedar Point Lighthouse Loop Trail, typically take around 1 hour and 11 minutes.

Most popular routes around Shelter Island

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