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: June 25, 2026
5.0
(1)
2
hikers
19.6km
05:06
130m
130m
The Northwest Woods Loop offers a deep dive into a diverse woodland ecosystem, winding through native oak, hickory, and white pine forests. You'll encounter rolling hills, singletrack paths, and wider dirt sections, with uneven ground, roots, rocks, and even some sandy stretches. Keep an eye out for glimpses of water views towards harbors or bays, and enjoy the immersive natural experience as you traverse sections of the Paumanok Path.
This difficult hiking route covers 12.2 miles (19.6 km) with 424 feet (129 metres) of elevation gain, typically requiring about 5 hours and 5 minutes to complete. It's best suited for experienced hikers ready for a sustained effort. Always arrive early to secure parking at the trailhead, and be sure to carry plenty of water, especially on warmer days, as the varied terrain demands good preparation.
What makes this trail notable is its ecological significance, preserving a rich woodland habitat, and its connection to historical context, with potential historical markers along the way. It's a versatile recreational asset, often accommodating mountain biking and trail running, and serves as a vital connection within larger trail systems like the Paumanok Path, offering a wilderness-like escape.
5.0
(1)
2
hikers
8.81km
02:18
60m
60m
The Fosters Path Loop offers a tranquil escape into the wooded landscapes of the Grace Estate Preserve in East Hampton, New York. You'll wander along forest trails, enjoying the peaceful atmosphere and the natural beauty of the area. The route is mostly flat, with occasional dirt road sections and a few road crossings, providing a varied but generally easygoing experience. It's a great way to immerse yourself in nature without a demanding climb, leading you past features like the Two Holes of Water Park.
This moderate 5.5-mile (8.8 km) hiking route, with a gentle 202 feet (62 metres) of elevation gain, can be completed in about 2 hours and 18 minutes. It's an excellent choice for beginners or families looking for a family-friendly outing, and it's also dog-friendly. Parking is typically available near the trailhead, though arriving earlier on busy days is always a good idea.
Located in the Northwest Woods, this loop provides a quieter alternative to more strenuous trails in the region. Its relatively low elevation gain and manageable distance make it accessible for many, offering a chance to explore the local forest environment and enjoy the natural surroundings of Suffolk County.

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1
hikers
5.56km
01:26
30m
30m
The Grace Estate offers a delightful escape into nature, winding through a diverse landscape of oak-pine forests and unique kettle-hole wetlands. You'll discover centuries-old cart tracks, pass by the preserve's largest freshwater pond, and eventually reach a historic home site with sweeping views of Northwest Harbor. This easy 3.5-mile (5.6 km) hike, with a gentle 96 feet (29 metres) of elevation gain, is perfect for a relaxed outing, taking approximately 1 hour and 26 minutes to complete.
Planning your visit is straightforward, as the Grace Estate is open from dawn to dusk, allowing flexibility for your schedule. While there are no specific parking details provided, maps are available at the Town Clerk's Office if you wish to explore the full network of Grace Estate hiking trails. This trail is ideal for families and beginners looking for an accessible and rewarding outdoor experience.
Beyond its natural beauty, the Grace Estate holds significant historical and ecological importance. This 516-acre preserve was once home to three Native American villages and later formed part of the bustling port of Northwest Harbor. You can still find remnants of old farmsteads and enjoy birdwatching, with species like ovenbirds and peewees inhabiting the woodlands, making it a rich spot for wildlife at Grace Estate trails.
5.52km
01:25
30m
30m
The Linda Gronlund Trail Loop offers a delightful escape into nature, winding through a diverse landscape of coastal and pine barrens habitat. You'll experience the tranquility of white pinewoods and verdant moss beds, with the trail frequently opening up to panoramic views of Sag Harbor Bay, Peconic Bay, and Northwest Harbor. This easy 3.4-mile (5.5 km) hike, with only 93 feet (28 metres) of elevation gain, takes about 1 hour and 25 minutes, making it a perfect choice for a relaxing outing with stunning scenery.
Planning your visit requires a seasonal access permit for NYSDEC managed lands on Long Island, so secure that beforehand. Roadside parking is available, but always park with care. If you're bringing a canine companion, dogs are permitted on leashes in certain areas of the preserve.
This trail is part of the Linda Gronlund Memorial Nature Preserve, dedicated to a Sag Harbor resident who was a victim of the 9/11 attacks, adding a layer of historical significance to its natural beauty. The preserve's diverse ecosystem includes high-quality tidal wetlands and unique "blow-outs" along the trail that provide expansive harbor views, making it a notable natural area in Suffolk County.
3.20km
00:50
20m
40m
The Chatfields Hole via Northwest Path offers a serene journey through a historic woodland, perfect for a quick nature escape. You'll wander through an oak forest, where towering pitch pines and white pines create a soft, needle-covered path leading to the tranquil Chatfield's Hole, a beautiful glacial kettle hole. This easy 2.0-mile (3.2 km) hike, with only 67 feet (20 metres) of elevation gain, takes about 50 minutes, making it an accessible and rewarding experience for all.
Planning your visit is straightforward, with the trailhead offering easy access to this peaceful route. While specific parking information isn't detailed, arriving earlier in the day is always a good idea to ensure a spot, especially during peak times. The trail is enjoyable throughout the year, but the vibrant fall foliage around Chatfield's Hole, with its red maples and highbush blueberries, makes autumn a particularly scenic time to go.
This trail is part of the historic Northwest Woods, notable for having some of Long Island's largest white pine stands. Chatfield's Hole itself is a significant glacial feature, home to diverse wildlife like painted turtles, green frogs, and various fish, making it an excellent spot for nature observation. The Northwest Path also connects to the larger Paumanok Path, offering a glimpse into a broader network of trails across Long Island.
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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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