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Road cycling routes

Village of Brewster

Maybrook Trailway – Whaley Lake loop from Brewster

Road cycling routes

Village of Brewster

Maybrook Trailway – Whaley Lake loop from Brewster

Easy

4.7

(1361)

11,866

riders

Maybrook Trailway – Whaley Lake loop from Brewster

01:42

42.0km

210m

Road cycling

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: April 7, 2026

Tips

Includes segments that go up or down a series of steps

You may need to carry your bike.

After 7 m for 16 m

After 42.0 km for 16 m

Waypoints

A

Start point

Train Station

Get Directions

1

5.72 km

Maybrook Trailway

Highlight (Segment) • Trail

Amazing stretch of the EST!
Passing the lake and along side old train tracks, wide open skies await you while passing on the trail through 'the great swamps'.

Tip by

2

13.1 km

Maybrook Trailway

Highlight • Trail

offers possible resting spots with shade. good for people watching as well :)

Tip by

3

17.6 km

Wetlands Along Maybrook Trailway

Highlight (Segment) • Natural

This paved rail trail traverses two counties in New York — you can bike more than 28 miles on it if you go from end to end.

This particular section …

Tip by

4

20.6 km

Lake view

Highlight • Lake

Pretty lake on one side and a marsh on the other

Tip by

5

20.7 km

Whaley Lake

Highlight • Lake

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

Tip by

6

21.0 km

Whaley Lake

Highlight • Lake

Whaley Lake is the largest lake in Dutchess County. So nice to ride here!

Tip by

7

33.3 km

Through the wetlands

Highlight • Cycleway

Great skies and good riding surface. Strong winds can be a challenge here.

Tip by

8

38.6 km

Maybrook Trailway

Highlight • Trail

running along old train tracks.

Tip by

B

42.0 km

End point

Train Station

Way Types & Surfaces

Way Types

40.3 km

860 m

667 m

< 100 m

< 100 m

< 100 m

Surfaces

40.8 km

1.12 km

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Sunday 24 May

14°C

8°C

-- %

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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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