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Road cycling routes
United States
New York
Suffolk County

Water Mill

The best road cycling routes around Water Mill

4.3

(18)

647

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65

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Road cycling routes around Water Mill offer a diverse terrain that includes coastal views, agricultural fields, and woodlands. The region is characterized by well-paved surfaces suitable for road bikes, with elevations catering to various experiences. Cyclists can explore routes that traverse pristine sandy beaches, historic farmlands, and areas with cultural points of interest. This blend of natural features and maintained roads makes Water Mill a destination for road cycling.

Best road cycling routes around Water Mill

  • The most popular road cycling route is Long Island Greenway—Phase II, a 63.1 miles (101.5 km) trail that takes 4 hours 1 minute to complete. This route gains 1365 feet in elevation through diverse East End scenery.
  • Another top favourite among local road cyclists is Napeague State Park – Hither Hills State Park loop from Bridgehampton, a moderate 48.5 miles (78.1 km) path. This route leads through Napeague State Park and Hither Hills State Park, offering varied natural landscapes.
  • Local road cyclists also love the Water Mill Windmill – Lake Agawam loop from Water Mill, a 19.1 miles (30.7 km) trail leading through historic areas and past the Water Mill Windmill, often completed in about 1 hour 10 minutes.
  • Road cycling around Water Mill is defined by coastal views, farmlands, and woodlands. The network offers options for different ability levels, from easy, shorter rides to more challenging excursions.
  • The routes in Water Mill are highly rated by the komoot community with an average score of 4.2 stars from over 14 reviews. More than 500 road cyclists have used komoot to explore Water Mill's varied terrain.

Last updated: August 12, 2026

27

riders

#1.

Water Mill Windmill – Lake Agawam loop from Water Mill

30.7km

01:11

60m

60m

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

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Easy

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

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

Easy

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
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Popular around Water Mill

Hiking around Water Mill

Cycling around Water Mill

Running Trails around Water Mill

Tips from the Community

Zachary
April 29, 2025, Laurel Valley County Park

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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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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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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Alex
January 26, 2024, Southampton

Southampton is a beautiful quaint town with some fantastic architecture. With spots to have a refreshing drink, ice cream or coffee, it makes a great spot for a mid ride refuel.

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Scott
January 26, 2024, Agawam Lake

Formed by glacial action, Agawam Lake boasts a rich history dating back to the Shinnecock tribe. It was once known as "Little Fresh Pond" for its abundant freshwater supply. Today, it spans 37 acres and features wooded wetlands, diverse wildlife, and stunning sunsets.

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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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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Water Mill?

Road cycling routes in Water Mill offer a diverse terrain, blending coastal views, agricultural fields, and woodlands. The area is characterized by well-paved surfaces, ideal for road bikes, with elevations suitable for various experiences. You'll find a mix of flat stretches along the coast and gentle inclines through farmlands.

How many road cycling routes are available in Water Mill?

There are over 60 road cycling routes around Water Mill, catering to different skill levels and preferences. These include easy, moderate, and more challenging excursions.

Are there any family-friendly road cycling routes in Water Mill?

Yes, Water Mill offers several easy, shorter rides suitable for families. For instance, the Water Mill Windmill – Lake Agawam loop from Water Mill is a 30.7 km (19.1 miles) easy trail that leads through historic areas and past the Water Mill Windmill, often completed in about 1 hour 10 minutes.

What are some scenic viewpoints or natural features to look out for while cycling?

Water Mill's routes offer stunning coastal beauty, including pristine white, sandy beaches like Flying Point Beach, where Mecox Bay meets the ocean. You can also enjoy views of private estates, ride past local farms such as the iconic Milk Pail Farmstand, and explore historic sites like the Water Mill Museum and the Corwith Windmill.

What is the best time of year for road cycling in Water Mill?

The region's diverse landscapes are enjoyable throughout much of the year. Spring and fall generally offer pleasant temperatures and beautiful scenery, while summer provides warm weather for coastal rides. Always check local weather forecasts for optimal riding conditions.

Are there any longer or more challenging road cycling routes for experienced riders?

Yes, for more experienced cyclists, the Long Island Greenway—Phase II is a challenging 101.5 km (63.1 miles) route that gains 415 meters (1365 feet) in elevation through diverse East End scenery. Another moderate option is the 78.1 km (48.5 miles) Napeague State Park – Hither Hills State Park loop from Bridgehampton.

What do other road cyclists enjoy most about cycling in Water Mill?

The road cycling routes in Water Mill are highly rated by the komoot community, with an average score of 4.2 stars from over 14 reviews. Cyclists often praise the well-paved surfaces, the diverse scenery ranging from coastal views to farmlands, and the blend of easy and moderate options available.

Are there any circular road cycling routes in the area?

Many of the routes around Water Mill are designed as loops, allowing you to start and end in the same location. Examples include the Water Mill Windmill – Lake Agawam loop from Water Mill and the Foster Memorial Bathing Beach – Water Mill Windmill loop from Southampton.

What cultural attractions or landmarks can I visit near the cycling routes?

Beyond the natural scenery, you can explore cultural and historical attractions. The Lake Agawam area is often part of routes. You might also pass through Sag Harbor, or visit the Water Mill Museum. The Parrish Art Museum and Duck Walk Vineyards are also nearby attractions that can complement your cycling trip.

Are there options for shorter, easy road bike rides in Water Mill?

Absolutely. Water Mill offers numerous easy, shorter rides. An example is the Sag Harbor – Water Mill Windmill loop from Southampton, an easy 45.9 km (28.5 miles) route that can be completed in about 1 hour 45 minutes, offering a pleasant ride through the area.

Most popular routes around Water Mill

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