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United States
New York
Putnam County

Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

Routes
Road cycling routes
United States
New York
Putnam County

Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

Moderate

3.3

(6)

47

riders

Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

01:55

42.6km

360m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 22, 2026

Tips

Includes a segment in which cycling is not permitted

After 26.4 km for 89 m

Waypoints

A

Start point

Parking

Get Directions

1

6.92 km

Through the wetlands

Highlight • Cycleway

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

Tip by

2

12.3 km

Maybrook Trailway

Highlight • Trail

running along old train tracks.

Tip by

3

15.5 km

.. running along old train tracks.

Tip by

21.2 km

Haines Pond

Lake

5

32.7 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

B

42.6 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

28.0 km

8.55 km

3.93 km

1.90 km

208 m

< 100 m

< 100 m

Surfaces

39.8 km

1.71 km

795 m

282 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 (190 m)

Lowest point (100 m)

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Weather

Powered by Foreca

Today

Sunday 12 July

27°C

15°C

0 %

Additional weather tips

Max wind speed: 10.0 km/h

to get more detailed weather forecasts along your route

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Description

The Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area offers a rewarding road cycling experience, blending scenic rail trail with more challenging backroads. This moderate 26.5 miles (42.6 km) route, with 1176 feet (358 metres) of elevation gain, can be completed in about 1 hours and 54 minutes, making it ideal for cyclists looking for varied terrain and picturesque views without an all-day commitment.

What to expect on Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area

This route begins on the Maybrook Trailway itself, a paved, multi-use rail trail that follows a former railroad bed. You'll enjoy largely flat sections with very gradual inclines, passing through quiet woodlands and alongside beautiful lakes like Whaley Lake, Tonetta Lake, and Ice Pond. The scenery is often remote, featuring iron truss bridges and rock cuts, offering a peaceful escape from traffic. However, don't let the rail trail fool you; the loop incorporates Dutchess County backroads for the return leg, which introduce a few challenging hills, adding a good workout to the journey. This Maybrook Trailway loop option is perfect for road cyclists who appreciate both smooth, scenic cruising and some engaging climbs.

Planning your visit

Parking for this Maybrook Trailway loop is available near Cranberry Mountain Wildlife Management Area. While the trail itself offers limited services, the Hopewell Depot in Hopewell Junction, where the Maybrook Trailway connects to the William R. Steinhaus Dutchess Rail Trail, provides restrooms and a museum. It's always a good idea to carry enough water and snacks, as amenities are sparse along much of the route. The trail is part of the larger Empire State Trail, offering excellent connectivity for those looking to extend their ride.

Trail details

  • Distance: 26.5 miles (42.6 km)
  • Elevation gain: 1176 feet (358 metres)
  • Difficulty: moderate
  • Estimated time: 1 hours and 54 minutes

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03:19h

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680m

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