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Hiking trails & Routes
United States
New York
Suffolk County
Wainscott

Paumanok Path and Northwest Path Loop

Moderate

5.0

(8811)

11,036

hikers

Paumanok Path and Northwest Path Loop

04:26

17.1km

100m

Hiking

The Paumanok Path and Northwest Path Loop offers a diverse and engaging experience through a scenic portion of Long Island, New York. You'll traverse varied terrain, including secluded pine barrens and areas featuring kettle holes, which are unique depressions formed by glaciers. The route provides a genuine sense of escape into nature, showcasing the region's natural environment and history, particularly as you pass through places like the Grace Estate Preserve. It's a great way to explore Long Island's wilder side.

This moderate hiking route covers 10.6 miles (17.1 km) with a gentle 326 feet (99 metres) of elevation gain, making it accessible for a wide range of hikers. Expect to spend around 4 hours and 26 minutes completing the loop. While specific parking information isn't detailed, planning an early start is always a good idea to ensure a smooth beginning to your hike. The trail is well-marked with white blazes, simplifying navigation.

This loop provides a manageable way to experience a segment of the Paumanok Path, a significant recreational trail inspired by the 19th-century Montaukett Indian Stephen Talkhouse. The path connects existing trail systems and improved deer paths, traversing unique ecosystems important for groundwater recharge. It's an excellent option for those seeking a relatively short yet immersive hike that highlights Long Island's natural beauty and geological history without committing to the entire 125-mile Paumanok Path.

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

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1

9.52 km

Grace Estate Preserve

Highlight • Forest

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

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B

17.1 km

End point

Parking

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Way Types & Surfaces

Way Types

12.6 km

3.05 km

866 m

552 m

< 100 m

Surfaces

12.3 km

3.34 km

756 m

661 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Today

Monday 6 July

20°C

18°C

97 %

Additional weather tips

Max wind speed: 27.0 km/h

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Frequently Asked Questions

How long does it take to hike the Paumanok Path and Northwest Path Loop?

The full loop is approximately 17.1 kilometers (10.6 miles) long and typically takes around 4 hours and 26 minutes to complete. This duration can vary based on your pace, breaks, and trail conditions.

What is the terrain like on this loop?

The loop combines sections of the extensive Paumanok Path with trails in the Northwest Woods. You'll encounter varied terrain, including rolling hills, glacial kettle ponds, and dense pine barrens. Some parts feature enchanting beech forests and laurel woods. While generally considered easy to moderate, some sections within the Northwest Woods can be more technical with mixed singletrack and short climbs and descents around kettle holes.

Are dogs allowed on the Paumanok Path and Northwest Path Loop?

Yes, dogs are generally welcome on trails within the Northwest Woods and sections of the Paumanok Path. However, they must be kept on a leash at all times to protect wildlife and ensure a pleasant experience for all hikers. Always practice Leave No Trace principles and clean up after your pet.

What is the best time of year to hike this trail?

The trail can be enjoyed year-round, but spring and fall offer the most pleasant hiking conditions with mild temperatures and beautiful foliage. Spring brings blooming wildflowers, while autumn showcases vibrant leaf colors. Summer can be warm and humid, so an early start is recommended. Winter hiking is possible, but be prepared for potentially icy or snowy conditions.

Do I need a permit or is there an entrance fee for the Grace Estate Preserve?

The Paumanok Path and Northwest Path Loop passes through the Grace Estate Preserve. Generally, there are no specific permits required for day hiking on these public trails, and there is typically no entrance fee for the preserve itself. However, it's always a good idea to check local regulations before your visit, especially for larger groups or specific activities.

Where can I park to access the Paumanok Path and Northwest Path Loop?

Specific parking areas for this combined loop can vary depending on your chosen starting point. Many sections of the Paumanok Path and Northwest Woods trails have designated parking lots. For this particular loop, look for parking near the Grace Estate Preserve or other access points along the Paumanok Path or Northwest Path in the East Hampton area. Arriving earlier in the day, especially on weekends, can help secure a spot.

What notable features or viewpoints can I expect along the route?

The loop offers a blend of natural beauty and historical elements. You'll traverse through diverse ecosystems like pine barrens and beech forests, and may encounter glacial kettle ponds and erratic rocks. Depending on the specific section, you might get glimpses of Northwest Harbor or even historic sites like old homesteads and cemeteries within the Northwest Woods. The trail also highlights the ecological importance of Long Island's open spaces.

Does this loop intersect with other well-known trails?

Yes, this route primarily utilizes sections of the Paumanok Path and the Northwest Path. It also briefly crosses Fosters Path and the Long Island Greenway—Shelter Island Connector, offering opportunities to explore further if you wish to extend your hike.

Is this trail suitable for beginners or families with children?

With its 'moderate' difficulty rating, this loop is generally suitable for hikers with some experience. While many sections are wide and well-marked, some parts of the Northwest Woods can have rolling terrain and technical sections. For beginners or families, consider tackling shorter segments of the Paumanok Path or Northwest Path, as the overall loop might be a bit long for very young children or those new to hiking. There are easier, shorter loops available within the broader area, such as the 1.9 km 'Paumanok Path Loop from Millstone Brook Road'.

Are there any specific challenges or insider tips for hiking this loop?

While the loop is generally accessible, be aware that some sections, particularly those traversing the Ronkonkoma Moraine or certain parts of the Northwest Woods, can involve more significant elevation changes and be more challenging. For thru-hikers on the larger Paumanok Path, water refill points and designated campsites are limited, though this loop is a day hike. An insider tip is to consider hiking the loop counter-clockwise if you prefer to tackle any potentially steeper, shorter climbs earlier in your journey, or clockwise for a more gradual ascent.

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