4.5
(38)
957
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.
Last updated: July 2, 2026
4.5
(2)
131
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.7
(3)
39
riders
40.4km
01:43
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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3.0
(1)
17
riders
50.3km
02:10
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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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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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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This is really a stunning area. Beaches as long your look is reaching. And please do a stop
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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.


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