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Routes
Road cycling routes
United States
New York
Suffolk County

Amagansett

The best road cycling routes around Amagansett

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.

Best road cycling routes around Amagansett

  • The most popular road cycling route is Montauk Point State Parkway – Montauk Point Lighthouse loop from East Hampton, a 49.1 miles (79.0 km) trail that takes 3 hours 22 minutes to complete. This route offers coastal views and culminates near the historic Montauk Point Lighthouse.
  • Another top favourite among local road cyclists is Napeague State Park – Napeague Harbor loop from East Hampton, an easy 27.8 miles (44.8 km) path. This route leads through diverse coastal scenery around Napeague State Park and Napeague Harbor.
  • Local road cyclists also love the Sag Harbor loop from East Hampton, a 24.1 miles (38.8 km) trail leading through historic areas and quaint villages, often completed in about 1 hour 34 minutes.
  • Road cycling around Amagansett is defined by coastal environments, natural preserves, and well-maintained roads. The network offers options for different ability levels, from easy, mostly flat rides to more challenging routes with some hilly terrain.
  • The routes in Amagansett are highly rated by the komoot community with an average score of 4.3 stars from over 10 reviews. More than 400 road cyclists have used komoot to explore Amagansett's varied terrain.

Last updated: July 12, 2026

4.5

(2)

131

riders

#1.

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

79.5km

03:25

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

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

Easy

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 Amagansett

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

Hiking around Amagansett

Running Trails around Amagansett

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

Hiking Collection by

Zachary

Tips from the Community

Zachary
April 29, 2025, Northwest Woods Trails

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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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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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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Alex
January 26, 2024, Water Mill Windmill

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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Jamie S.
January 23, 2024, Town Pond

Town Pond is a tiny pond right off of Main Street in East Hampton, New York. The Southend Cemetery and a historic homesite backs up onto the pond, making it an extra scenic spot in an already beautiful, and historic, area.

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Frequently Asked Questions

How many road cycling routes are available in Amagansett?

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.

What kind of terrain can I expect on road cycling routes in Amagansett?

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.

Are there easy road cycling routes suitable for beginners in Amagansett?

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.

Are there challenging road cycling routes in Amagansett for experienced cyclists?

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.

What natural features or landmarks can I see along Amagansett's road cycling routes?

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.

Are there any specific scenic viewpoints along the road cycling routes?

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.

Where can I park my car when road cycling in Amagansett?

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.

Can I access road cycling routes in Amagansett using public transport?

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.

Are there family-friendly road cycling options in Amagansett?

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.

What do other road cyclists enjoy most about road cycling in Amagansett?

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.

Are there any long-distance road cycling routes in Amagansett?

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.

Can I find loop road cycling routes in Amagansett?

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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