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Road cycling routes
United States
New York
Suffolk County

Water Mill

The best road cycling routes around Water Mill

4.6

(14)

568

riders

61

rides

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…

Last updated: July 2, 2026

4.0

(2)

100

riders

#1.

Long Island Greenway—Phase II

101km

04:01

420m

420m

Embark on the Long Island Greenway—Phase II, a moderate road cycling route spanning 63.1 miles (101.5 km) with an elevation gain of 1365 feet (416 metres). You can expect to…

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Moderate

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

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

Moderate
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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

Hans
September 19, 2024, Foster Memorial Bathing Beach

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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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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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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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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Alex
January 26, 2024, Chinnecock Bay

Shinnecock Bay, bordering Southampton, New York, is a scenic coastal stretch offering breathtaking views from Meadow Lane. The bay showcases tranquil waters and salt marshes, while Meadow Lane provides a picturesque drive with glimpses of elegant waterfront estates. This idyllic landscape captivates with a harmonious blend of natural beauty and upscale architecture.

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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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