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East Head Pond – Bentley Loop Trail loop from East Head Pond

East Head Pond – Bentley Loop Trail loop from East Head Pond

Moderate

4.5

(6850)

11,294

riders

East Head Pond – Bentley Loop Trail loop from East Head Pond

01:52

24.7km

160m

Gravel riding

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

Last updated: June 11, 2026

Waypoints

Start point

Parking

Get Directions

4 m

Myles Standish State Forest Headquarters

Highlight • Forest

Myles Standish is a state forest and the biggest public recreation area in Massachusetts. The park has 16 lakes and kettle ponds surrounded by pine and oak forests. You can …

Tip by

124 m

East Head Pond

Highlight • Lake

East Head Pond, or Reservoir, is a picturesque 92-acre pond located on the south end of the Myles Standish State Forest. The pond is situated in a unique forest community …

Tip by

3.50 km

Bentley Loop Trail

Highlight • Trail

A wonderful trail through Myles Standish State Forest. For the past 30 years, it's been maintained by Bob Bentley, a founding member of Friends of Myles Standish State Forest. The …

Tip by

8.39 km

Halfway Pond

Highlight • Lake

The views of the pond are spectacular from this road.

Halfway Pond, a 232-acre warm water pond nestled in Plymouth, Massachusetts, sits between Myles Standish State Forest and Long Pond. …

Tip by

21.6 km

Fearing Pond is stocked with trout for fishing, and there is a public beach on the southeast shore. Camping is available around its perimeter, offering a night under the stars in beautiful, peaceful surroundings.

Tip by

23.2 km

Fearing Pond Road

Highlight (Segment) • Trail

A lovely stretch of road running through the forest that remains reasonably flat throughout. Perfect for getting your head down and the speed up.

Tip by

24.7 km

End point

Parking

Way Types & Surfaces

Way Types

10.3 km

5.79 km

3.78 km

2.78 km

1.99 km

Surfaces

16.2 km

8.01 km

403 m

< 100 m

Elevation

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

Weather

Today

Tuesday 21 July

26°C

16°C

78 %

Additional weather tips

Max wind speed: 25.0 km/h

to get more detailed weather forecasts along your route

Comments

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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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East Head Pond – Bentley Loop Trail loop from East Head Pond

Myles Standish State Forest Headquarters

East Head Pond

Bentley Loop Trail

Halfway Pond

Fearing Pond

Fearing Pond Road

Nearby routes

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