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Myles Standish State Forest – Rocky Pond loop from Kingston

Myles Standish State Forest – Rocky Pond loop from Kingston

Hard

4.9

(5491)

10,714

riders

Myles Standish State Forest – Rocky Pond loop from Kingston

06:20

142km

610m

Road cycling

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: June 20, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 22.3 km for 53 m

After 55.7 km for 1.26 km

After 117 km for 800 m

Waypoints

Start point

Train Station

Get Directions

13.9 km

Wildlands Trust - Luigi & Teotista Cortelli Preserve

Forest

14.8 km

Myles Standish State Forest

Highlight • Forest

Myles Standish State Forest is covering over 12,400 acres, and is one of the state’s largest and most important protected areas. It is home to many rare habitats and species, including the globally rare Pine Barrens ecosystem, sensitive frost pocket habitats, scores of coastal plain kettle ponds, and 42 rare and endangered plants and animals.

Tip by

15.7 km

Rocky Pond

Highlight • Lake

Rocky Pond is one of several ponds in Myles Standish State Forest. This is a great pond for a break during a ride, as you can access it from Bare Hill Road.

Tip by

22.3 km

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 known as the "pine barrens," which is found in only a few places in the world. The area was formed over 10,000 years ago by glaciers and is the headwaters to the Wankinco River. Visitors can enjoy hiking, fishing, and boating while exploring the beautiful natural surroundings.

Tip by

31.6 km

Savery Avenue

Highlight • Historical Site

Just to the west of Main Street is the historical Savery Avenue. It is said to be the first divided highway in the country. Trees line and divide the roadway, just as they did when it was opened in 1861.

Tip by

34.0 km

South Meadow Brook Reservoir

Highlight • Lake

Sometimes known as South Meadow Brook Pond, the reservoir is a popular place to fish for largemouth bass. Meadow Street passes along the southern edge of the water, offering up glimpses of the lake through the trees and across a meadow.

Tip by

36.4 km

Rocky Meadow Brook Pond

Lake

56.0 km

East Over Reservation

Nature Reserve

57.1 km

Leonards Pond

Highlight • Lake

Leonard's Pond, spans 54 acres in Rochester. Situated to the west of Mary's Pond, it marks the confluence of the west and east branches of the Sippican River, with the Sippican River flowing onward as the outflow from the pond. At this point you gain lovely views looking across the peaceful pond.

Tip by

96.2 km

Hagemann Woods

Nature Reserve

114 km

Tremont Mill Pond

Highlight • Lake

Main Street passes over Tremont Mill Pond, a small water body just outside the town of Wareham. The Weweantic River passes through the pond and there are lovely views of the water on both sides of the street.

Tip by

123 km

Lower Sampson Pond

Highlight • Lake

Lower Sampson Pond sits adjacent to the much larger Sampson Pond. A small brook runs between the two. Unlike its large cousin, Lower Sampson Pond gets limited water flow and is a lot more still. The result is a pond covered in lily pads and particularly appreciated by birds, dragonflies and other insects.

Tip by

132 km

Myles Standish State Forest

Forest

142 km

End point

Train Station

Way Types & Surfaces

Way Types

79.7 km

57.0 km

3.37 km

852 m

785 m

Surfaces

94.0 km

45.4 km

1.88 km

388 m

Elevation

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

Highest point (60 m)

Lowest point (0 m)

Weather

Wednesday 8 July

26°C

16°C

-- %

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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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Myles Standish State Forest – Rocky Pond loop from Kingston

Myles Standish State Forest

Rocky Pond

East Head Pond

Savery Avenue

South Meadow Brook Reservoir

Leonards Pond

Tremont Mill Pond

Lower Sampson Pond

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