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Routes
Road cycling routes
United States
New York
Suffolk County
Hampton Bays

Water Mill Windmill – Sag Harbor loop from Shinnecock Hills

Routes
Road cycling routes
United States
New York
Suffolk County
Hampton Bays

Water Mill Windmill – Sag Harbor loop from Shinnecock Hills

Moderate

5.0

(1)

15

riders

Water Mill Windmill – Sag Harbor loop from Shinnecock Hills

03:22

81.3km

410m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: September 25, 2025

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Waypoints

A

Start point

Bus stop

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1

10.7 km

Agawam Lake

Highlight • 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, …

Tip by

2

12.1 km

Beautiful tree-lined lane

Highlight (Segment) • Cycleway

This quiet, leafy lane is a joy to cycle though. With little traffic and interesting houses to see as you cycle through, it makes a good addition to your cycle route.

Tip by

3

21.4 km

Water Mill Windmill

Highlight • Monument

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 …

Tip by

4

48.0 km

Sag Harbor

Highlight • Settlement

Sag Harbor is a picturesque village on the East End of Long Island, New York. It boasts a rich maritime history dating back to the 18th and 19th centuries and …

Tip by

5

49.3 km

Otter Pond

Highlight • Lake

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 …

Tip by

6

70.7 km

Southampton

Highlight • Settlement

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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B

81.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

29.3 km

26.2 km

20.6 km

4.75 km

297 m

Surfaces

74.6 km

6.61 km

< 100 m

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Elevation

Elevation

Highest point (70 m)

Lowest point (0 m)

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Saturday 15 November

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16 %

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
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Moderate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
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Hard
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
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Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
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Moderate
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Hard
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Mountain Bike

Road Bike

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Easy
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Moderate
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Hard
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Mountain Bike

Road Bike

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Easy
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Moderate
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Corresponds approx. to SAC 2-3.
Hard
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Mountain Bike

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Easy
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How to understand each route’s difficulty level

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Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Moderate
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Corresponds approx. to SAC 2-3.
Hard
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Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
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How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Moderate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Hard
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Easy

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