4.8
(5)
21
hikers
11
hikes
Hiking around East Hampton offers diverse landscapes, from coastal environments with sandy beaches and unique "walking dunes" to lush woodlands and wetlands. The region features dramatic coastal bluffs and extensive forest areas, providing varied terrain for outdoor exploration. Hikers can find trails leading through parabolic dunes, past historic lighthouses, and alongside freshwater ponds.
Last updated: April 27, 2026
5.0
(1)
2
hikers
19.6km
05:06
130m
130m
Embark on the Northwest Woods Loop, a difficult 12.2 miles (19.6 km) hike that takes you through varied terrain. You will encounter singletrack paths, dirt roads, and rolling sections, gaining 424 feet (129 metres) in elevation. Expect a journey of about 5 hours and 5 minutes, featuring short climbs and enjoyable downhill stretches. The route winds through scenic areas like the Grace Estate Preserve, offering a true immersion in the woods.
Before you set out on this challenging route, be aware that it is rated difficult and includes technical sections with sandy patches. This makes it less suitable for beginners. The extensive network of spur trails and intersections means you should plan your navigation carefully. Carrying a mobile app with the trail map is highly recommended to stay on course. Ensure you are prepared for a demanding hike.
Beyond the natural beauty of Suffolk County's Northwest Woods, this trail offers a glimpse into the past. As you hike, keep an eye out for historical markers scattered along the route. You might discover old graveyards and homesteads, which add a unique historical dimension to your outdoor experience. These details make the journey more than just a physical challenge.
5.0
(1)
2
hikers
8.81km
02:18
60m
60m
The Fosters Path Loop offers a moderate hiking experience, covering 5.5 miles (8.8 km) with a gentle elevation gain of 202 feet (62 metres). You can expect to complete this route in about 2 hours and 18 minutes. As you hike, you'll find yourself on a mostly flat journey through the scenic Northwest Harbor area of New York. The terrain varies, featuring sections on dirt roads and driveways, and you'll encounter several road crossings along the way. Keep an eye out for the Two Holes of Water Park, a distinctive landmark you'll pass.
Planning your visit to the Fosters Path Loop is straightforward, as the route is generally accessible. You should be aware that the trail includes multiple road crossings, so stay alert for traffic. Sections of the path also utilize dirt roads and driveways, which adds to the varied experience. Always confirm the specific Fosters Path Loop you intend to visit for the most accurate information on current conditions and features.
This route is located within the beautiful Grace Estate Preserve, offering a pleasant natural setting for your hike. The Fosters Path Loop is also integrated into the larger Northwest Woods Full Pull loop, providing options for those who wish to extend their adventure. This connection highlights its role as a key segment within the broader trail network of the area.

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1
hikers
5.56km
01:26
30m
30m
Hike the easy 3.5-mile Grace Estate trail through diverse forests and wetlands, enjoying views of Northwest Harbor and Cedar Point Lighthous
5.52km
01:25
30m
30m
Hike the easy 3.4-mile Linda Gronlund Trail Loop through diverse forests, wetlands, and coastal views in Sag Harbor, New York.
3.20km
00:50
20m
40m
Hike an easy 2.0-mile (3.2 km) route through diverse woodlands to Chatfield's Hole, a glacial kettle hole in the Grace Estate Preserve.
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Popular around East Hampton
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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A small paved parking lot along the turnpike grants access to the Paumanok Path / Northwest Path, and a handful of other longer trail systems which spiderweb through the Hamptons.
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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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Grace Estate Preserve, on Long Island, is a natural sanctuary, encompassing diverse habitats and scenic trails.
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East Hampton offers a diverse range of landscapes. You can explore unique "walking dunes" that slowly shift and bury forests, dramatic coastal bluffs with ocean views, pristine sandy beaches, and lush woodlands. The region also features extensive wetlands and freshwater ponds, providing varied scenery for every hike.
Yes, East Hampton has several easy trails perfect for beginners. For a gentle introduction to the area's unique coastal features, consider the Napeague State Park loop — East Hampton, an easy 1.4-mile path offering views of the walking dunes. Another accessible option is the Jacob's Farm Trail loop — Jacob's Farm Nature Preserve, a 1.7-mile trail through a peaceful nature preserve.
Many trails in East Hampton are designed as loops, offering convenient circular routes. For example, the Cedar Point County Park loop from Northwest Harbor is an easy 3-mile route that takes you through forests, bluffs, marshes, and beaches, featuring the historic Cedar Point Lighthouse. Another option is the Hiking loop from Linda Gronlund Memorial Nature Preserve, an easy 2.6-mile path through natural surroundings.
East Hampton's trails are rich with natural and historical points of interest. You can witness the unique "walking dunes" in Hither Hills State Park and Napeague State Park, or explore dramatic coastal bluffs and pristine beaches. Historic landmarks include the Cedar Point Lighthouse, which you can see on trails within Cedar Point County Park. For a glimpse into the past, visit the Gardiner Windmill and Rev. Thomas James Homesite.
Absolutely. Many trails in East Hampton provide stunning coastal vistas. Shadmoor State Preserve offers a 2.5-mile loop with views of sandy dunes and steep, weathered cliffs overlooking the ocean. Hither Hills State Park features dune cliffs that dramatically drop into Napeague Harbor, some over 100 feet high. Montauk Point State Park, at the eastern tip of Long Island, also boasts spectacular coastal views where the Atlantic Ocean meets the Block Island Sound.
East Hampton offers enjoyable hiking experiences throughout much of the year. Spring and fall are particularly pleasant, with mild temperatures and beautiful foliage. Summer is ideal for coastal walks and combining hikes with beach activities, though trails can be busier. Winter hiking is also possible, offering a quieter experience, especially in wooded areas, but be prepared for colder conditions.
For those seeking a longer, more moderate challenge, the Grace Estate Preserve loop via Fosters & Paumanok Paths is an excellent choice. This 10.6-mile trail explores woodlands and sections of the extensive Paumanok Path, offering a more immersive experience that typically takes over four hours to complete.
The hiking routes in East Hampton are highly regarded by the komoot community, with an average rating of 4.7 out of 5 stars from over 3 reviews. Hikers often praise the diverse landscapes, from coastal beauty to peaceful woodlands, and appreciate the variety of options available for different skill levels.
Many of East Hampton's easy trails are suitable for families. The East Hampton Village Nature Trail and Wildlife Sanctuary offers well-maintained walking trails around a pond, perfect for a peaceful family stroll and spotting local wildlife. The shorter, easy loops like the Napeague State Park loop — East Hampton are also great for families looking for a less strenuous outing.
Yes, East Hampton's diverse ecosystems, including woodlands, wetlands, and coastal areas, make it an excellent spot for birdwatching and wildlife spotting. Mashomack Preserve on Shelter Island, for instance, is a 2,350-acre natural wonderland with tidal creeks, marshes, and oak woodlands, providing ample opportunities to observe local flora and fauna. The East Hampton Village Nature Trail and Wildlife Sanctuary is also a peaceful retreat known for its local wildlife.
While specific public transport routes directly to every trailhead can vary, East Hampton is served by local bus services. It's advisable to check the current schedules and routes of the Suffolk County Transit system to plan your journey to areas near popular parks and preserves. Some trailheads may require a short walk or taxi ride from the nearest bus stop.
Most major parks and preserves in East Hampton, such as Hither Hills State Park, Cedar Point County Park, and Montauk Point State Park, offer designated parking areas for visitors. For smaller nature preserves, parking might be limited to small lots or roadside spaces. Always check for signage and local regulations regarding parking, especially during peak seasons, as some areas may require permits or have time limits.


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