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Mountain biking trails

Cumberland County

Winnick Woods Greenbelt Trails – Winnick Woods loop from South Portland

Mountain biking trails

Cumberland County

Winnick Woods Greenbelt Trails – Winnick Woods loop from South Portland

Moderate

3.4

(4)

64

riders

Winnick Woods Greenbelt Trails – Winnick Woods loop from South Portland

02:11

29.7km

200m

Mountain biking

Moderate mountain bike ride. Good fitness required. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: September 30, 2026

Tips

Includes a segment in which cycling is not permitted

After 28.0 km for 91 m

Waypoints

A

Start point

Parking

1

9.37 km

Winnick Woods Greenbelt Trails

Highlight • Trail

2

9.63 km

Winnick Woods

Highlight • Forest

This 71-acre parcel of woodland was donated to the township of Cape Elizabeth. It's a popular spot for walking, jogging and biking, and contains a 1.7-mile multi-use loop trail. There …

Tip by

3

11.9 km

Cross Hill Trails

Highlight • Trail

You'll find several miles of trails here, blending seamlessly into the trails of Winnick Woods, just to the north. If you're walking, watch out for fast-moving mountain bikers on some of the Winnick Woods trails.

Tip by

4

14.9 km

Runaway Farm

Highlight • Settlement

Runaway Farm is a small yet charming farm area nestled in scenic surroundings.

Tip by

5

20.6 km

Robinson Woods

Highlight • Forest

The terrain of Robinson Woods Preserve was too inhospitable for farming and so it remained mostly in its natural state. As a result, the trails take you through areas of …

Tip by

6

28.0 km

DiPietro's Market

Highlight • Cafe

DiPietros Market is a South Portland classic. It is a great place to stop for a break during a long ride for a sandwich or cold drink.

Tip by

B

29.7 km

End point

Parking

Way Types & Surfaces

Way Types

15.8 km

10.5 km

1.83 km

1.42 km

264 m

Surfaces

8.90 km

8.01 km

6.56 km

4.44 km

1.05 km

769 m

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Elevation

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

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Weather

Powered by Foreca

Today

Wednesday 7 October

16°C

3°C

0 %

Additional weather tips

Max wind speed: 23.0 km/h

to get more detailed weather forecasts along your route

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