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Suffolk County

Northwest Harbor

The best dog-friendly hikes and walks around Northwest Harbor

4.6

(9)

98

hikers

6

hikes

Dog friendly hiking trails around Northwest Harbor offer a variety of routes through diverse landscapes. The region features dense woodlands and coastal areas, providing varied terrain for outdoor exploration. Hikers can expect paths that traverse gentle hills and lead to scenic overlooks. This area provides opportunities for both leisurely walks and more challenging hikes.

Best dog friendly hiking trails around Northwest Harbor

  • The most popular dog friendly hiking route is Northwest Woods Loop, a 12.2 miles (19.6 km) trail…

Last updated: May 12, 2026

5.0

(1)

2

hikers

#1.

Northwest Woods Loop

19.6km

05:06

130m

130m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Hard

5.0

(1)

2

hikers

8.81km

02:18

60m

60m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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1

hikers

5.56km

01:26

30m

30m

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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Popular around Northwest Harbor

The Paumanok Path — Exploring Long Island's beachside pine barrens

Other adventures around Northwest Harbor

The Paumanok Path — Exploring Long Island's beachside pine barrens

Hiking Collection by

Zachary

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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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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Cedar Point County Park, a 607-acre park, offers amazing views of Gardiners Bay and features the decommissioned Cedar Island Lighthouse. Owned by Suffolk County, the park has individual and organized group camping areas. It is dog-friendly, with pets required to be leashed.

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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 dog-friendly hiking trails are available in Northwest Harbor?

Northwest Harbor offers a selection of 6 dog-friendly hiking trails. These routes cater to various preferences, ranging from easy strolls to more challenging long-distance hikes, ensuring a suitable option for every dog and owner.

What types of terrain can I expect on dog-friendly trails in Northwest Harbor?

The dog-friendly trails in Northwest Harbor primarily feature woodland paths and coastal sections. You'll find yourself traversing through dense forests, exploring preserves, and occasionally encountering sandy or rocky stretches near the water, offering a diverse experience for you and your canine companion.

Are there any easy dog-friendly trails suitable for beginners or older dogs?

Yes, there are several easy dog-friendly trails perfect for a relaxed outing. Consider the Grace Estate or the Chatfields Hole via Northwest Path, both offering gentle terrain and shorter distances. The Cedar Point County Park loop from Grace Estate Preserve is another excellent easy option.

What is the longest dog-friendly hike in Northwest Harbor?

For those seeking a longer adventure, the Northwest Woods Loop is the longest dog-friendly trail, spanning approximately 19.6 km. This route is rated as difficult, making it ideal for experienced hikers and their well-conditioned dogs.

Are there any dog-friendly loop trails in the area?

Yes, many of the dog-friendly trails in Northwest Harbor are designed as loops, providing a convenient and varied hiking experience. Notable loop options include the challenging Northwest Woods Loop, the moderate Fosters Path Loop, and the easy Cedar Point County Park loop from Grace Estate Preserve.

What kind of natural attractions can I see along the dog-friendly trails?

While hiking with your dog, you can explore various natural attractions. The area features beautiful woodlands, and some trails offer access to coastal views. You might encounter highlights like the Rocky Beach on Northwest Harbor or the serene Nicoll's Creen. The Elizabeth A. Morton National Wildlife Refuge is also nearby, offering opportunities to observe local wildlife from designated areas.

Are there any historical landmarks or points of interest near the dog-friendly trails?

Yes, the Northwest Harbor area is rich in history. You can find landmarks such as the Shelter Island Heights, the Gardiner Windmill and Rev. Thomas James Homesite, and the charming settlement of Sag Harbor, which are all accessible and can be combined with your dog-friendly hiking plans.

What do other hikers enjoy most about dog-friendly trails in Northwest Harbor?

The dog-friendly trails in Northwest Harbor are highly regarded by the komoot community, with an average rating of 4.6 out of 5 stars. Reviewers often praise the peaceful woodland environments, the well-maintained paths, and the opportunity to enjoy nature with their dogs away from crowded areas.

Are there any challenging dog-friendly hikes for experienced hikers?

For those seeking a challenge, the Northwest Woods Loop is classified as a difficult hike. This extensive trail provides a rigorous workout for both you and your dog, featuring varied terrain and a significant distance, making it suitable for fit and experienced hiking pairs.

What is the best time of year to hike with my dog in Northwest Harbor?

Spring and fall generally offer the most comfortable conditions for hiking with your dog in Northwest Harbor. The weather is milder, and the trails are less crowded than in peak summer. Always check local regulations and trail conditions, especially during hunting seasons or extreme weather.

Are there any specific rules or etiquette for dogs on trails in Northwest Harbor?

While specific rules can vary by preserve or park, it's generally expected that dogs remain on a leash, especially in natural areas to protect wildlife and ensure the safety of other hikers. Always carry waste bags and pack out all trash, including dog waste, to keep the trails clean for everyone.

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