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Northwest Harbor

The best road cycling routes around Northwest Harbor

4.2

(46)

1,008

riders

82

rides

Road cycling around Northwest Harbor, East Hampton, NY, features a diverse landscape of dense woodlands, coastal bluffs, and serene beaches. The region is characterized by huge pines and shaded roads, creating a distinct wooded feel. Cyclists encounter varied terrain, including well-paved surfaces and segments that offer views of the harbor and natural preserves.

Best road cycling routes around Northwest Harbor

  • The most popular road cycling route is Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton,…

Last updated: October 5, 2026

4.5

(2)

132

riders

#1.

Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton

79.1km

03:20

340m

340m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

4.7

(3)

39

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Northwest Harbor

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

Hiking around Northwest Harbor

Running Trails around Northwest Harbor

Cycling around Northwest Harbor

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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You will find a medium-sized paved parking lot off of Deerfield Road, with access to the Paumanok Path and the Noyac Hills County Park trail system.

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A save beach, and one of a lot one Long Island

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The Old Montauk Highway leads to a trail through the woods with a gate that says closed to traffic. We took it and it’s fine. There’s a nice parking area with a cliff view at the end just before you get to the lighthouse, check it out.

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Hans
September 5, 2024, Napeague State Park

This is really a stunning area. Beaches as long your look is reaching. And please do a stop

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Camp Hero State Park covers 415 acres of wooded areas and a beachfront with a historic military installation. Hikers, runners, bikers, and horseback riders can explore the trail systems going through forests, freshwater wetlands, ocean vistas, and bluffs. Swimming is not allowed here.

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Scott
March 6, 2024, Otter Pond

Otter Pond is part of the Long Pond Greenbelt, known as the "string of pearls" due to its chain of 13 rare coastal plain ponds. These fragile ecosystems are crucial habitats for diverse plant and animal life, making them a significant conservation area.

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Napeague State Park, in Long Island, offers a pristine coastal respite. Its unspoiled beaches stretch for miles, providing a perfect setting for sunbathing, beach going and hiking. The park's natural beauty, encompassing dunes and diverse wildlife, inviting you to enjoy its natural beauty in this largely undeveloped and unspoiled park.

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Frequently Asked Questions

How many road cycling routes are available in Northwest Harbor?

Northwest Harbor offers a wide selection of road cycling routes, with over 89 tours available on komoot. These routes cater to various preferences, from easy rides to more moderate excursions.

What kind of landscapes can I expect to see while road cycling in Northwest Harbor?

Road cycling in Northwest Harbor features a diverse landscape. You'll encounter dense woodlands with huge pines and shaded roads, coastal bluffs offering views of the harbor, and serene beaches. The area has a distinct wooded feel, reminiscent of more northern regions.

What is the general difficulty level of road cycling routes in Northwest Harbor?

The routes in Northwest Harbor are predominantly accessible, with 52 easy routes and 35 moderate routes. There are also a couple of more challenging options for experienced cyclists, ensuring there's something for every fitness level.

Are there any historical sites or natural preserves I can visit along the road cycling routes?

Yes, several routes pass by notable attractions. You can explore areas like Grace Estate Preserve, offering over 500 acres of water and woods, or cycle towards Shelter Island Heights. The route to Cedar Point County Park also includes historical sites like an old graveyard and a lighthouse.

Where can I find scenic viewpoints or coastal views while cycling?

Many routes offer stunning views. Cedar Point provides excellent vistas of Northwest Harbor via the Barcelona Bank. The Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton offers a scenic journey along the coast. You can also find secluded spots like Alewive Brook Road Beach, which is off the beaten path.

Are there any circular road cycling routes in Northwest Harbor?

Yes, many of the road cycling routes in Northwest Harbor are designed as loops, allowing you to start and end in the same location. Popular examples include the Sag Harbor loop from East Hampton and the Grace Estate Preserve loop from East Hampton.

What do other road cyclists say about the routes in Northwest Harbor?

The road cycling routes in Northwest Harbor are highly regarded by the komoot community, with an average rating of 4.3 stars from over 29 reviews. Cyclists often praise the varied terrain, well-paved surfaces, and the beautiful blend of woodlands and coastal scenery.

Are there any routes that pass through charming towns or villages?

Absolutely. The Sag Harbor loop from East Hampton, for instance, leads you through the charming village of Sag Harbor, offering a chance to explore its unique character.

Can I find traffic-free or family-friendly road cycling paths in Northwest Harbor?

While dedicated traffic-free paths are limited, many routes feature well-paved surfaces and segments that are suitable for families. The region's blend of road segments and trails provides varied experiences, and many easy routes are suitable for any fitness level.

Are there any longer road cycling excursions available?

For those seeking longer rides, the Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton is a substantial 79 km route. Another option is the Foster Memorial Bathing Beach – Water Mill Windmill loop from Village of Sag Harbor, which covers over 50 km.

What kind of natural features define the cycling experience in Northwest Harbor?

The cycling experience is defined by its 'un-Hamptons' feel, characterized by huge pines and shaded roads that evoke a northern, wooded atmosphere. You'll also encounter tall sandy bluffs, deep wooded views, and diverse ecosystems including pine groves, ponds, and beaches.

Most popular routes around Northwest Harbor

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