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Road cycling routes

Western Connecticut Planning Region

Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Ridgebury Road)

Road cycling routes

Western Connecticut Planning Region

Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Ridgebury Road)

Moderate

4.8

(2182)

16,432

riders

Maybrook Trailway – Maybrook Trailway loop from Town Open Space (Ridgebury Road)

02:47

62.3km

510m

Road cycling

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: May 22, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

22.0 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

29.3 km

Maybrook Trailway

Highlight • Trail

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

Tip by

3

33.9 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

44.7 km

Through the wetlands

Highlight • Cycleway

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

Tip by

5

50.1 km

Maybrook Trailway

Highlight • Trail

running along old train tracks.

Tip by

6

53.3 km

Maybrook Trailway – Brewster Section

Highlight • Trail

.. running along old train tracks.

Tip by

59.0 km

Haines Pond

Lake

B

62.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

40.4 km

12.2 km

7.11 km

2.58 km

Surfaces

58.7 km

2.01 km

1.10 km

427 m

< 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.

Highest point (240 m)

Lowest point (100 m)

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Weather

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Friday 22 May

19°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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