Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Flax Pond

Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Flax Pond

Moderate

2.7

(26)

riders

Seymour Pond – Pleasant Lake (Hinckleys Pond) loop from Flax Pond

01:03

25.0km

110m

Road cycling

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is right next to a parking lot.

Last updated: August 19, 2026

Tips

The surface for a segment of your route may not be suitable

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

After 19.9 km for 665 m

Waypoints

Start point

Parking

Get Directions

1.48 km

Cape Cod Rail Trail (Millstone Road Section)

Highlight (Segment) • Cycleway

The Cape Cod Rail Trail is a paved 25-mile trail that follows along Brewster's Main Street for some portions and offers a scenic multi-use experience.

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6.70 km

Sheep's Pond

Highlight • Lake

Sheep's Pond is a small kettle pond in Brewster, Massachusetts. This pretty pond is right down a steep hill from the Cape Cod Rail Trail and has a pretty, but …

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8.12 km

Seymour Pond

Highlight • Lake

Seymour Pond is one of many freshwater kettle ponds in the Brewster/Harwich area. The public beach for this scenic pond butts right up against the Cape Cod Rail Trail and …

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9.63 km

Pleasant Lake (Hinckleys Pond)

Highlight • Lake

Hinckleys Pond is also known as Pleasant Lake and is classified as a Great Pond due to its 172-acre size. It has a well-maintained beach with plenty of activities. The …

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12.7 km

Chatham Rail Trail Extension

Nature Reserve

16.7 km

Long Pond

Highlight • Lake

Long Pond is huge freshwater pond in Brewster and Harwich (the town line crosses down the middle of it). The Cape Cod Rail Trail runs right along the western shore …

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24.9 km

Nickerson State Park on the CCRT

Highlight • Trail

This spot is where you can access Nickerson State Park from the Cape Cod Rail Trail in Brewster. Just a short distance west of here along the trail there is …

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25.0 km

End point

Parking

Way Types & Surfaces

Way Types

22.9 km

2.02 km

< 100 m

Surfaces

22.9 km

1.09 km