4.5
(25)
556
riders
47
rides
Road cycling routes around Amagansett traverse a diverse landscape characterized by extensive coastal environments, natural preserves, and well-maintained roads. The region offers varied terrain, from mostly flat sections along the coast to areas with some hilly inclines. Cyclists can explore a blend of scenic coastal roads, tranquil backroads, and routes passing through state parks and historic areas.
Last updated: July 12, 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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17
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
11
riders
37.8km
01:31
140m
140m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2.0
(1)
9
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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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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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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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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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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The Water Mill Windmill at 695 Montauk Highway in Water Mill, New York, holds historical significance as a tangible link to the area's past. Erected in the 18th century, it stands as an iconic reminder of early milling practices, showcasing traditional craftsmanship and serving as a testament to the region's agricultural and industrial history.
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The Gardiner Windmill and Rev. Thomas James Homesite in East Hampton, New York, are integral to the area's history. Erected around 1804 by Nathaniel Dominy V, the Gardiner Windmill, also known as the Pantigo Windmill, is a Dutch-style gristmill that has stood as a testament to East Hampton's past. The Rev. Thomas James Homesite, associated with East Hampton's first settled minister, Reverend Thomas James, offers a glimpse into early colonial history. These two locations provide a glimpse into East Hampton's colonial heritage as you ride past.
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Amagansett offers a wide selection of road cycling routes, with over 50 options available. These routes cater to various preferences, from easy coastal rides to more challenging treks with some hilly terrain.
Road cycling in Amagansett features diverse terrain. You'll find extensive coastal environments with mostly flat sections, tranquil backroads, and areas with some hilly inclines, particularly around state parks and preserves. Many segments boast well-paved surfaces.
Yes, Amagansett has numerous easy road cycling routes perfect for beginners. For instance, the Napeague State Park – Napeague Harbor loop from East Hampton is an easy 27.8-mile path that leads through diverse coastal scenery. Overall, 28 of the available routes are rated as easy.
While many routes are moderate or easy, Amagansett does offer options for more experienced cyclists seeking a challenge. Routes like the Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton, at 49.1 miles with over 335 meters of elevation gain, provide a moderate challenge. There are also 2 routes specifically rated as difficult for those looking for a significant workout.
Amagansett's routes offer stunning natural beauty and historical landmarks. You can cycle past pristine beaches like Indian Wells Beach, explore diverse coastal scenery around Napeague Harbor, or witness the unique 'walking dunes' of Hither Hills State Park. The Grace Estate Preserve loop from East Hampton also offers views of Northwest Harbor. You might also spot wildlife like ospreys and egrets in marsh areas.
Absolutely. Many routes offer picturesque open vista bays, especially along the Old Stone Highway, where you can spot diverse birdlife over the marshes and estuaries of Accabonac Harbor. The Montauk Point State Parkway – Montauk Point Lighthouse loop culminates near the historic Montauk Point Lighthouse, offering expansive coastal views.
Parking is generally available at various points throughout Amagansett, especially near popular trailheads and state parks. Many routes, such as those starting from East Hampton, offer convenient access points. It's advisable to check local regulations for specific parking areas, especially during peak season.
Amagansett and the surrounding Hamptons area have some public transport options, including seasonal bus services and the Long Island Rail Road (LIRR) which serves East Hampton. Cyclists can often transport their bikes on these services, providing access to various starting points for road cycling routes. Check the specific transport provider's rules for bike carriage.
Yes, Amagansett offers several family-friendly road cycling options, particularly on its flatter, well-maintained backroads and coastal paths. Routes like the Napeague State Park – Napeague Harbor loop are generally easy and suitable for families. Exploring the tranquil Old Stone Highway or the loop visit to East Hampton Town ocean beaches during weekdays can also be enjoyable for families.
The road cycling experience in Amagansett is highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the diverse landscape, which includes extensive coastal environments, natural preserves, and well-maintained roads. The blend of scenic coastal roads, tranquil backroads, and routes passing through historic areas is frequently highlighted.
For those seeking longer rides, Amagansett provides several options. The Gerard Drive Coastal Road – Water Mill Windmill loop from East Hampton is a substantial 66.5-mile route. Another popular long-distance option is the Montauk Point State Parkway – Montauk Point Lighthouse loop, which covers 49.1 miles and offers a rewarding journey to the historic lighthouse.
Yes, many of Amagansett's road cycling routes are designed as loops, offering convenient starting and ending points. Examples include the Sag Harbor loop from East Hampton, the Napeague State Park – Napeague Harbor loop, and the Grace Estate Preserve loop, allowing cyclists to return to their starting point without retracing their path.


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