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Suffolk County
Northwest Harbor

Northwest Woods Loop

Hard

5.0

(1)

2

hikers

Northwest Woods Loop

05:06

19.6km

130m

Hiking

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…

Last updated: April 23, 2026

Waypoints

A

Start point

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1

3.34 km

Forest Trail in Grace Estate Preserve

Highlight • Trail

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

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2

10.8 km

Grace Estate Preserve

Highlight • Forest

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, …

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3

13.5 km

Two Holes of Water Park

Highlight • Lake

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 …

Tip by

4

14.8 km

5

15.4 km

Northwest Woods Trails

Highlight • Trail

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.

Tip by

B

19.6 km

End point

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Way Types & Surfaces

Way Types

12.6 km

5.37 km

1.11 km

492 m

Surfaces

12.3 km

5.74 km

826 m

661 m

< 100 m

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Elevation

Elevation

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Weather

Powered by Foreca

Today

Sunday 7 June

30°C

17°C

40 %

Additional weather tips

Max wind speed: 22.0 km/h

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Frequently Asked Questions

What is the terrain like on the Northwest Woods Loop?

The trail features a mix of singletrack, dirt roads, and some paved sections. You'll encounter rolling terrain with short climbs and enjoyable downhill stretches. Be prepared for some sandy areas, uneven ground, and sections with rocks and roots, especially on the return leg where much of the climbing occurs.

Is navigation straightforward on this trail?

Due to an extensive network of spur trails and intersections, careful navigation is recommended. It's a good idea to have a mobile app with the map downloaded to help you stay on track.

What natural features and landmarks can I expect to see along the way?

The route winds through the scenic Northwest Woods. You'll find opportunities to explore the Grace Estate Preserve and pass by the Two Holes of Water Park. Keep an eye out for historical markers, including old graveyards, an old homestead, and a school, which add a unique historical layer to the natural surroundings.

Does the Northwest Woods Loop connect with other trails?

Yes, the route is part of a larger network and intersects with several other paths. You'll find sections that follow the Northwest Path, Fosters Path, and the well-known Paumanok Path.

Is the Northwest Woods Loop dog-friendly?

The trail is generally dog-friendly, but always ensure your dog is under control and follow any local leash regulations. Please remember to pack out any waste.

What is the best time of year to hike the Northwest Woods Loop?

The trail can be enjoyed year-round, but spring and fall often offer the most pleasant hiking conditions with mild temperatures and beautiful foliage. Summer can be warm, and winter hiking is possible, but be mindful of potential snow or ice.

Where can I park to access the Northwest Woods Loop?

Specific parking details are not provided, but the trail is located in the Sag Harbor area. Hikers typically find access points and parking near the trailheads within the Northwest Woods area. It's advisable to check local regulations for designated parking.

Are there any permits or entrance fees required for hiking in Northwest Woods?

There is no information indicating that permits or entrance fees are required for hiking in the Northwest Woods area for this specific trail. However, it's always good practice to check with local authorities or park management for any updated regulations before your visit.

Is this trail suitable for beginners or families?

Given its 'difficult' rating, technical sections, and sandy areas, this trail is generally not recommended for beginners. It's more suited for intermediate hikers. Families with young children might find some sections challenging due to uneven terrain, rocks, and roots.

What should I pack for a hike on this loop?

For this nearly 20 km hike, you should pack plenty of water, snacks, and appropriate footwear for varied terrain. A downloaded map on a mobile app is highly recommended for navigation. Depending on the season, consider layers of clothing, sun protection, and insect repellent.

Are there any cafes or pubs near the Northwest Woods Loop?

The Northwest Woods Loop is located near Sag Harbor, New York, which offers various dining options. You can find cafes, pubs, and restaurants in the nearby town to refuel after your hike.

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